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  1. HOUSE
    Kona Bay Bliss

    Kona Bay Bliss

    Kailua Kona, HI

    This incredible home is secluded in a 24 hour guard gated oceanfront community, yet is close to all that Kona has to offer. It is located just a short walk from the classic old Hawaiian town of Kailua and the start/finish of the Ironman. In all of...

    Pool Hot Tub

    $1,343 to $2,014/night

  2. HOUSE
    Blue Hawaii

    Blue Hawaii

    Kailua Kona, HI

    Blue Hawaii a 3200 square ft. property provides a great experience for family and friends. This large well-appointed home is perfect for a large group. Because of the size of this property, you have the space to entertain both inside and out. The...

    Pool

    $744 to $2,228/night

  3. CONDOMINIUM
    Sea Village 1-203

    Sea Village 1-203

    Kailua-Kona, HI

    Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front...

    Pool Hot Tub

    $164 to $231/night

  4. CONDOMINIUM
    Kona Pacific

    Kona Pacific

    Kailua Kona, HI

    Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid concrete building with A/C. Quiet garden setting with ocean view. Numerous upgrades with quality and...

    Pool

    $146 to $183/night

  5. CONDOMINIUM
    Sea Village 1-205-Oceanfront

    Sea Village 1-205-Oceanfront

    Kailua Kona, HI

    Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. Lanai seats four for outside dining with fab views of Kona Bay and those unforgettable Kona Sunsets. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and...

    Pool

    $194 to $279/night

  6. CONDOMINIUM
    Kona Alii 403

    Kona Alii 403

    Kailua Kona, HI

    This newly remodeled oceanfront condo located right in the heart of Kailua Kona has everything you need to make your vacation complete. This one bedroom is fully furnished with snorkeling gear, boogie boards and a kitchen that is a chefs delight. A...

    Pool

    $204 to $374/night

  7. HOUSE
    Hale Alaula- Ocean View

    Hale Alaula- Ocean View

    Kailua Kona, HI

    May Special! 15% Off Nightly Rates for Reservations through June! Hale Alaula- (House of Sunset Glow) Bring the whole family to our home within the beautiful Malulani Gardens, a gated Community in Kailua-Kona! There's plenty of space for everyone,...

    Hot Tub

    $393 to $631/night

  8. CONDOMINIUM
    Kona Alii 304

    Kona Alii 304

    Kailua-Kona, HI

    Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town. Stroll down Alii Drive and you will find a variety of shops and restaurants. Nearby restaurants...

    Pool

    $181 to $309/night

  9. HOUSE
    Alii Point #7 Oceanfront

    Alii Point #7 Oceanfront

    Kailua Kona, HI

    For a virtual tour of this property scroll down to the bottom of the text and click on the link. If viewing on vrbo click on the last picture and then the arrow to the right of the picture for the Virtual Tour. Private Oceanfront custom home with...

    Pool Hot Tub

    $668 to $846/night

  10. CONDOMINIUM
    Kona Alii 201

    Kona Alii 201

    Kailua-Kona, HI

    Right in the middle of town in walking distance from the Kona Pier. Remodeled and AC included. The pictures say it all! The unit has a Queen size sofa sleeper so can sleep 4 people comfortably. Stroll down Alii Drive and you will find a variety...

    Pool

    $181 to $309/night

  11. HOUSE
    Maile Hale

    Maile Hale

    Kailua Kona, HI

    Experience a Hawaiian getaway like no other in this private, ocean-view retreat located in the prestigious, gated Keauhou Estates community. Just minutes from the beach, restaurants, shopping, and a variety of island activities, this three-bedroom,...

    $393 to $979/night

  12. CONDOMINIUM
    Casa De Emdeko 223

    Casa De Emdeko 223

    Kailua-Kona, HI

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This is a no-smoking property. This recently remodeled one bedroom unit with garden, fountain and partial ocean views...

    Pool

    $128 to $210/night

  13. CONDOMINIUM
    Hale Ko'aniani (Sea Village 4107)

    Hale Ko'aniani (Sea Village 4107)

    Kailua-Kona, HI

    This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright and cheery atmosphere. Cook dinner while watching the Pacific! Beautiful wood flooring throughout...

    Pool Hot Tub

    $180 to $304/night

  14. HOUSE
    Hale Grace Aloha

    Hale Grace Aloha

    Kailua Kona, HI

    Searching for vacation rentals with a private pool? Look no further because this is one of the best vacation rentals with a private pool on the Big Island. Nestled in an enclosed tropical garden across the way from the Ali’i outdoor marketplace...

    Pool

    $876 to $1,284/night

  15. HOUSE
    O'oma Plantation

    O'oma Plantation

    Kailua Kona, HI

    Why book individual resorts or condos when your whole group can enjoy a mansion in paradise? Enjoy exceptional panoramic coastal views from the private and quiet custom home at the O’oma Plantation. This large home is the perfect escape for a...

    Pool Hot Tub

    $1,179 to $1,664/night

  16. CONDOMINIUM
    Hale Kalena (Kanaloa 701)

    Hale Kalena (Kanaloa 701)

    Kailua Kona, HI

    Tropical gardens and oceanfront views surround this 1800sqft peaceful 2 bedroom centrally air conditioned condo. With 3 pools facing the ocean, 2 resurfaced tennis courts, and a relaxing BBQ area, this condominium complex provides wonderful...

    Pool Hot Tub

    $204 to $304/night

  17. HOUSE
    Ali'i Point #5 Oceanfront

    Ali'i Point #5 Oceanfront

    Kailua-Kona, HI

    Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court. Central A/C throughout. Main floor has living room, dining room, kitchen, half bath, and master king bedroom with en...

    Pool

    $668 to $846/night

  18. CONDOMINIUM
    Surf & Racquet Club 6201

    Surf & Racquet Club 6201

    Kailua-Kona, HI

    This S&R unit is a bright airy second floor corner unit with wrap around lanai and views across the golf course down to the ocean. Spacious, just under 1200 with large living room and dining area that open through sliding glass doors to the lanai....

    Pool

    $157 to $242/night

  19. HOUSE
    Ho'o Maluhia

    Ho'o Maluhia

    Kailua Kona, HI

    This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house. The master bedroom is located on the upper level. This room includes a...

    Pool

    $444 to $730/night

  20. BUNGALOW
    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    Kailua Kona, HI

    Located in a very desirable neighborhood, the Keauhou subdivision, this beautifully remodeled home sits right on the Kona Country Club Golf Course and offers exceptional golf course views! This home is surrounded by beauty and is directly across...

    $304 to $720/night

  21. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Hale Pua (“House of Flowers”) is one of the few 5 bedroom/6 full bath oceanfront vacation rental homes with its own private pool & spa in the Kailua-Kona area. For recent candid photos and input from guests, please visit our FB page,...

    Pool Hot Tub

    $1,938 to $2,627/night

  22. HOUSE
    Hahalua Hale

    Hahalua Hale

    Kailua Kona, HI

    Welcome to "Hahalua Hale" (House of the Manta Ray) located in a quiet gate community. Located at a perfect coffee growing elevation that receives those cool tropical Hawaiian breezes, this magnificent, one-of-kind, architectural showpiece sited for...

    Pool Hot Tub

    $1,261 to $1,664/night

  23. HOUSE
    Alii Point #15- Almost Oceanfront

    Alii Point #15- Almost Oceanfront

    Kailua Kona, HI

    Almost Oceanfront. Spend your vacation in a luxurious single family home within a private, gated, enclave of 16 seaside homes. This Alii Point subdivision of fine, luxury residences is a tropical paradise surrounded by a botanical garden with beach...

    Pool

    $608 to $791/night

  24. CONDOMINIUM
    Palekaiko (Paradise)

    Palekaiko (Paradise)

    Waikoloa Village, HI

    This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a comfortable 900 feet elevation right on the 9th Fairway of the Robert Trent Jones Jr. designed Golf Course in Waikoloa Village. The Waikoloa Villas complex is surrounded by lush...

    Pool Hot Tub

    $158 to $210/night

  25. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  26. CONDOMINIUM
    Keauhou Gardens #11-101 at Kona Coast Resort

    Keauhou Gardens #11-101 at Kona Coast Resort

    Kailua-Kona, HI

    Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens. Keauhou Gardens 11-101 is a privately owned unit with...

    Pool

    $152 to $206/night

  27. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kailua Kona, HI

    What is better than a Hawaiian sunset over the ocean? A sunset over the ocean that you can take in from the privacy of your tropical home-away-from-home! With nearly 5,000 square feet of indoor/outdoor living space, including a lanai with a pool...

    Pool

    $689 to $1,678/night

  28. CONDOMINIUM
    Kona Makai 6305

    Kona Makai 6305

    Kailua Kona, HI

    Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and hot tub. From this lanai you can see dolphins and whales when in season. Kona Makai is an...

    Pool Hot Tub

    $163 to $292/night

  29. CONDOMINIUM
    Kona Makai 6301

    Kona Makai 6301

    Kailua Kona, HI

    One of the best ocean front locations along the Kona Coast; top level corner unit with panoramic ocean views. These oceanfront units are the most prized units in the complex. Completely remodeled 2 bedroom, 2 bath condo with an amazing wrap around...

    Pool

    $286 to $409/night

  30. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool

    $181 to $242/night