Vacation Rentals & Condos in Island of Hawaii

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2,131 condos

(37) Very Good 

Certificate of Excellence

12

Wyndham Kona Hawaiian Resort

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$179

Price per night from

$179

(1) Excellent 

22

VISTA WAIKOLOA #E105 - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Vista Wikolia” Great pool for lap swimming. Condo was renovated which made a big difference
…see more

Price per night from

$139

Responds fast!
avg. 3 minutes

Price per night from

$139

24

1 bedroom condo in Oceanfront complex, amazing Ocean views

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 4 minutes

Price per night from

$115

(4) Excellent 

10

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“We loved our stay here” This was a great location for exploring hawai'i island, and was great for 2 couples. It was quiet, all the staff was very nice, and the unit was very enjoyable, with a nice large lanai . I'm happy we picked here to stay.
…see more

Price per night from

$179

Price per night from

$179

(37) Very Good 

47

Sunsets & Surfers - Kona Reef Ocean Front Unit

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in
…see more

Price per night from

$159

Responds fast!
avg. 51 minutes

Price per night from

$159

(1) Excellent 

33

KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED! AC!!!!

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Great location” We loved the location, clean , beds comfortable, views were wonderful! We were worried there was no air conditioner but we didn't need it.
…see more

Price per night from

$184

Price per night from

$184

17

Koloha Hale "The Whale House" ~ Ocean View

Island of Hawaii / Pahoa

Pahoa house

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$200

Price per night from

$200

(11) Excellent 

40

Koa Hale-Oceanfront Home 3 BR/3 BA Sleeps 8

Island of Hawaii / Kailua-Kona

Kailua-Kona house

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“Dramatic ocean views and close snorkel beach in a beautiful home” We recently stayed at this property with our daughter and her family which included my 2 grandkids, ages 6 and 9. We've been to Hawaii several times as a two generation family, but fou
…see more

Price per night from

$398

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$398

(23) Excellent 

22

Hale ‘Apapane

Island of Hawaii / Volcano

Volcano house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 40 mi
  • Child Friendly
  • Ask about pets
“Just what I needed” This is a beautiful house with a well appointed kitchen. It is quiet and peaceful. I enjoyed the cool evenings as I live in the Caribbean Region and we had a very hot summer and fall. I would recommend this rental.
…see more

Price per night from

$204

Price per night from

$204

21

Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$100

Price per night from

$100

(12) Excellent 

25

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
“Great Location” We very much enjoyed our 6 nights in this condo, from morning breakfast on the balcony to watching the sunset. Location is superb - there are 2 beaches within walking distance and you can walk up a short hill to a great espresso and cr
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Price per night from

$135

Price per night from

$135

(24) Very Good 

25

Beautiful Condo Just Steps from Rare Sandy Beach

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
“Wonderful Condo in the Heart of Kailua-Kona” My fiancee and I really enjoyed staying at this condo. It was quite nice inside with a great kitchen, living room, bathroom, king bed in the bedroom, and a lovely lanai overlooking the pool and ocean. Per
…see more

Price per night from

$159

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$159

(3) Excellent 

41

Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

Island of Hawaii / Kailua-Kona

Kailua-Kona house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$269

Price per night from

$269

21

Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children

Price per night from

$149

Price per night from

$149

(1) Excellent 

29

2 Bedroom condo in Oceanfront complex, amazing Ocean views

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$120

Responds fast!
avg. 4 minutes

Price per night from

$120

19

Charming Top Floor Condo with Mountain Views

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$148

Price per night from

$148

(8) Very Good 

14

SEA VILLAGE RESORT in Kona (Oceanfront/Oceanview)

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Excellent!” We had a great time at the Sea Village and Rick was very helpful. A very nice condo in right at the sea. Highly recommended!
…see more

Price per night from

$183

Price per night from

$183

(11) Excellent 

18

House of Love by the Sea/ Oceanfront & Salt Pool

Island of Hawaii / Keaau

Keaau house

5 8 3 nights min

  • 5 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child Friendly
“Great Party House” We stayed with 7 people in this spacious lovely home with a beautiful view. The neighborhood is quiet and the house is set up for enough privacy. Although I love the hustle and bustle of Oahu, it's so nice to vacation in seclusion
…see more

Price per night from

$200

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$200

24

Beautiful 3BR / 3BA home with ocean views & pool - Check out our Virtual Tour

Island of Hawaii / Kailua-Kona

Kailua-Kona house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children

Price per night from

$289

Price per night from

$289

19

Waikoloa Villas #H-104

Kohala Coast / Waikoloa

Waikoloa villa

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Car not necessary

Price per night from

$134

Price per night from

$134

(5) Excellent 

21

Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
“Stay” We enjoyed our stay. The place was well equipped and had a nice Hawaian vibe. We have stayed at Kona Isle for many years and we enjoyed A4 very much. Thank you. Dodie
…see more

Price per night from

$85

Price per night from

$85

(44) Excellent 

25

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Amazing place!” We loved our stay at the Banyan Tree Condos. The highlight is, without a doubt, having breakfast on the deck watching the waves and the surfers. This condo has everything you'd possibly need for your stay and I highly recommend it. N
…see more

Price per night from

$225

Responds fast!
avg. 51 minutes

Price per night from

$225

17

Luxury Top Floor One Bedroom Suite

Kohala Coast / Waikoloa

Waikoloa condo

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(1) Excellent 

10

Keauhou Gardens 11-303 1Br Ocean v. NO BOOKING FEE

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$130

(14) Very Good 

10

Keauhou Gardens 3104, 1 BR.Garden NO BOOKING FEE

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary
“Love the No Smoking, No Pets Rules” Condo is very relaxing and convenient. Since Keauhou Gardens is a No Smoking Resort, we did not have to put up with smoke drifting in from other condos or lanais and if we did Security would put a stop to it. Also
…see more

Price per night from

$100

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$100

(9) Excellent 

38

Oceanfront Luxury, Private Pool and Hot Tub - and Safe from Lava!

Island of Hawaii / Keaau

Keaau house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“Big waves” This house was well decorated and nicely manicured. The master bedroom was huge with the sounds of the crashing waves the loudest, so cool! I've been to many houses in the Hawaiian paradise park district and I have to say the hot water heat
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Price per night from

$348

Price per night from

$348

(4) Excellent 

24

Old Jodo Temple

Island of Hawaii / Laupahoehoe

Laupahoehoe house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 mi
  • Ask about children
“Great Value in Hawaii” The temple is totally charming, very clean and comfortable. I even enjoyed staying at the Temple on some days lounging around instead of going to the beach. Love the claw foot tubs and the comfy beds the place is very homey. T
…see more

Price per night from

$175

Price per night from

$175

(33) Very Good 

18

2 bdrm 2 ba condo across from White Sands Beach

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
“Beautiful Paradise” This immaculate well maintained condo came equipped with everything needed to snorkel, body board, picnic or just rest by the ocean. The view from the balcony was breathtaking. The condo grounds, pool area, hot tub and barbecue wer
…see more

Price per night from

$150

Price per night from

$150

(16) Very Good 

Certificate of Excellence

11

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$179

Price per night from

$179

50

Stunning Views of the Big Blue Pacific Ocean!

Island of Hawaii / Keaau

Keaau house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly

Price per night from

$200

Price per night from

$200

(35) Excellent 

23

Look No Further - HALE NAI`A Kealakekua Bay

Island of Hawaii / Captain Cook

Captain Cook cottage

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Beautiful” My wife and I stayed here with our 2 children (18 and 10) and had a wonderful time. The accommodation was excellent and we all loved the outdoor shower. The outdoor kitchen is great; we never actually used the inside kitchen. The 2 hosts:
…see more

Price per night from

$150

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$150

24

House of the Beautiful Gardens.

Island of Hawaii / Pahoa

Pahoa house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly

Price per night from

$95

Price per night from

$95

(6) Excellent 

Certificate of Excellence

12

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$179

Price per night from

$179

(10) Excellent 

27

Private apartment at Killino Kona Coffee Farm SPECIAL RATE $500/week for couple

Island of Hawaii / Captain Cook

Captain Cook apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
“True Hawaiian relaxation. We got away from it all Hawaiian style” After several visits to Hawaii and staying in the commercial resorts, we wanted to experience true aloha and see what life was like vacationing in coffee country. My wife and I discover
…see more

Price per night from

$85

Price per night from

$85

(9) Excellent 

45

Awesome Oceanfront Gem ~ 6 Bdrms (5 King + 1 Bunkrm) Pool/Spa, Superb Sunsets

Island of Hawaii / Kailua-Kona

Kailua-Kona house

6 20 min stay varies

  • 6 bedrooms
  • sleeps 20
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Absolutely gorgeous location, and beautiful home” This home was so beautiful, and in such a beautiful location, we didn't even leave it many of the days of our 2-week vacation. We had 3 families, with quite a few children ranging from 6 to 23 years ol
…see more

Price per night from

$1,895

Responds fast!
avg. 4 minutes

Price per night from

$1,895

(14) Very Good 

28

KKSR#3 DIRECT OCEANFRONT TOWNHOME! Walk to the Beach! Superb Location!

Island of Hawaii / Keauhou

Keauhou house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
“Kona townhouse” Great location...just need a little more of supply esp dish soap...otherwise the place is great...well supplied...Enjoyed the visit and the stay. It needs to have a big recycle bin next the trash bin...the only recycle bin we found is
…see more

Price per night from

$136

Price per night from

$136

(2) Very Good 

12

Surf & Racquet Club 5102 2/2 ocean NO BOOKING FEE

Island of Hawaii / Kailua-Kona

Kailua-Kona apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$199

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$199

(11) Excellent 

19

Ocean Front Kona Makai Perfect Sunset Views Furnished 1 bedroom Condo

Island of Hawaii / Kailua-Kona

Kailua-Kona condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Execellent and affordable place to stay in Kona.” We have stayed here five times in past seven years. It is definitely our favorite place to stay in Kona. We have visited every Hawaiian island except Lanai. The Big Island is our favorite and the Kona
…see more

Price per night from

$105

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$105

About Island of Hawaii

Hawaii's name sake island, also the largest of the chain, has some of the most unique sights for visitors. The island is made up of five separate volcanoes, of which three are active and one has been continually erupting since the late 1980s. The red hot lava that pours from the Kilauea volcano is a fascinating natural occurrence and a rarity to witness. As a result of the lava that is constantly being added to the area, the beaches on the Big Island are a Hawaiian dream! Visit the pure white ribbons of coastal Kailua-Kona, the emerald sands of the Puna region, or the black beaches of Punalu'u, each a drop of paradise.

The Big Island is more than just sandy perfection. For nature enthusiasts and adventure seekers, Hawaii offers an unparalleled mixture of elements. There is endless opportunity to explore, from the deep thickets of the rainforest to the blustery summit of the volcano peaks. The Big Island also houses the second largest waterfall in the world: Akaka Falls, a graceful giant that is simply spectacular.

Here are a few additional suggestions for your trip:

  • Go scuba diving: The reef ecosystems around the big island are fantastic places to encounter colorful fish, sea turtles, and a bewildering variety of marine life.
  • Take a surfing lesson: The glassy waves of Hawaii make this one of the most beautiful surfing destinations in the world. There are plenty of surf schools here with patient, knowledgeable instructors who can help you get started.
  • Visit Volcanoes National Park: Hike with an experienced guide and explore lava tube trails through a tropical jungle paradise of gigantic ferns and tropical flowers.
  • Stroll historic Kailua Village: Go shopping, experience the nightlife and see some of the Big Island's important historic sites in this charming seaside village.
  • Take a whale watching tour: The Big Island is a great place to charter a boat trip and have close encounters with grey whales or humpbacks depending on the season.

-Play a round of golf: Big Island Hawaii golf courses are truly champion caliber. Professional golfers come from around the world to tee off on these emerald green fairways.

For unforgettable family reunions, honeymoons, and weddings, Big Island Hawaii makes an ideal tropical destination. Make the most of your vacation in paradise by staying in your own private vacation rental. Find a trendy condo in the heart of downtown Hilo, close to the shopping and nightlife, or stay in a luxury rental home with beautiful views of the ocean. While you're planning your getaway to Big Island Hawaii, consider scheduling some time on the other beautiful islands in the chain like Oahu and Maui.