Big Island Vacation Rentals – Discover Hawaii's Largest Island

❤️PiH❤️Aloha Paradise ★ Large Private Heated Pool & Spa ★ PLUS Hilton Resort Pass

BROUGHT TO YOU BY PARADISE IN HAWAII LUXURY HOMESWelcome to Aloha Paradise, nestled in the stunning Ainamalu community of Waikoloa Beach resort – your perfect retreat on the big island.Aloha Paradise is an elegant single level home thoughtfully designed for comfort and...

Enjoy Paradise at Our Mauna Lani Villa

Our townhome is located in the exclusive Mauna Lani Resort that is anchored by the Mauna Lani Auberge and Fairmont Orchid hotels. Being our guest gives you parking and lounge chair access at the Mauna Lani Beach Club which is a short 2 mile drive away. The walk to the...

The Best Of Indoor/Outdoor Living! A Mauna Kea Charmer!

Located in the Fairways South on the grounds of the Mauna Kea Beach Hotel, this secluded enclave is the perfect place to get away from it all. With pathways surrounded by tropical landscape, this charming home has casual elegance and the unmistakable character that is...

KKSR3301-DIRECT Ocean Front, 3 Bdrm, 3 BTH -Incredible Views!

Our condo is located in the KEAUHOU KONA SURF & RACQUET COMPLEX and is one of VERY FEW units that HAS 3 BEDROOMS and 3 BATHROOMS and IS DIRECT OCEANFRONT! And Now offers A/C to guests that want it- read below.Unit 3-301 is a 1700 sq foot END UNIT located on the third...

Secluded Quiet Home Near Pahoa. Easy Day Trips to Hilo & Volcano National Park

Stan and I had a property in Kapoho listed with VRBO for four and a half years. Mama J's Pond House was taken by Pele, the Hawaiian goddess of fire on June 5th, 2018 during the Kilauea eruption. During our time of being hosts, we learned a lot about hospitality and what...

SUPER SPACIOUS! Privacy entrance. Comfortable and cozy. Quiet and peaceful!

Beautifully decorated spacious one room and one bathroom studio. Sleeps up to 4. Very quiet and peaceful. Wake up rested to the sounds of the doves cooing in the morning. Mini fridge, microwave, coffee maker provided and anything else you may need, just ask. Covered...

Mediteranean style 2BR Garden Apartment to block from the Ocean ( Cliff )<br>

Ground floor bigger 2BR. Apartment #830178Mediterranean very nice 2 Bedroom Apartment full size Kitchen / big living Area / 1bath/ separate amazing outdoor shower for two .Big outside setting covered private patio & one covered EntranceOff road parking available and a...

Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub

Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous...

Kona Alii Penthouse with Village and Ocean Views

This beautiful condo is located in the heart of downtown Kailua-Kona. Two bedrooms with private baths, and king size beds and flat screen TV. The loft bedroom opens to the private sun deck with stunning panoramic views.The kitchen is fully equipped with everything you...

Keauhou Kona Surf and Racquet Club, Townhouse #5

Vacation in this spacious, absolutely oceanfront 2 bedroom, two story townhouse! It’s located on Hawaii's BigIsland, 5 miles from the town of Kailua-Kona at the Keauhou Kona Surf & Racquet Club. This gated 17 acre oceanfront complex has beautiful tropical landscaping, a...

Kona Reef Oceanfront Newly Furnished A-16

IMPORTANT: FEB/MAr 26 See dolphins, whales, turtles and surfers from our ocean front lanai, in a desirable one bedroom condo in Kona! Kona Reef Oceanfront Resort is the 1st choice in vacation rentals. Unit A-16 offers spectacular views of the Pacific Ocean and sunset....

AS SEEN on HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

Welcome to Koni Kai, Hawaiian translation: Passionate Sea. Koni Kai is a beautifully designed, very comfortable oceanfront home. Considerable time and effort has been spent to ensure Koni Kai is equipped with everything one might want/need while on vacation. Koni Kai is...

Mauna Lani 4 BR Luxury! Golf & Beach Club

Summary:Located in the prestigious Mauna Lani resort on the Big Island of Hawaii! With 4 bedroom and 4 en-suite bathrooms, this home can accommodate up to 8 guests. All of your family and friends can be in one place and still have privacy. Our concierge can help plan...

Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated

This Classic Hawaiian condominium Complex has style and charm. Newly renovated in summer of 2023. Located on the Oceanside, it offers beautiful views, barbecue area, a lovely sandy beach with lounge chairs. At night they light Tiki Torches and blow a conch shell as the...

Paradise Retreat, POOL, Hot Tub and AC with ECO energy!

Paradise Retreat is your own private resort on Hawai'i’s Big Island. Relax and enjoy the swimming pool and hot tub in our private, fully enclosed back yard. Lounge poolside in the sun-soaked chaise chairs or stay cool on the covered lanai. In the evenings, enjoy starry...

Sunny Central Condo: Lanai & Community Pool Access

0.3 miles to Kamakahonu Beach | Cozy & Bright InteriorReady for a taste of island living? Pack your bags for a fun-filled trip to the heart of Kona when you stay at this 1-bedroom, 1-bath vacation rental! This condo features everything you need to settle in and relax,...

Hale Koko - Gated & Private Hidden Gem, 1 block from the Ocean!

Discover your private slice of paradise in this charming 2-story, 3-bedroom, 2.5-bath cottage just one block from the ocean. Nestled in the peaceful gated community of Kahakai Place, this hidden gem blends island charm with modern comfort—perfect for a romantic getaway...

Island Chic! Ground Floor Lanai, Modern Kitchen, WiFi, Laundry+AC–Halii Kai Waikoloa 17H

Style, space and homey perks wow in this 1,930 sq ft island-chic home with master bed/bath combo, laundry room and open gourmet kitchen to prep meals for sharing on the ground floor lanai. Enjoy air conditioning, ceiling fans, HD (high definition) flat screen TV's and...

Calming condo with balcony, patio, kitchen, gas grill & pool - snowbird-friendly

Kalanikai #112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next tropical getaway awaits in this lovely condo! Located in the heart of Kailua-Kona, you're only a stone's throw...

Unique oceanfront property with crashing waves and coastline views for miles

*****SPECIAL COVID-19 NOTES FOR GUESTS PRIOR TO BOOKING AND ARRIVING TO THIS PROPERTY:* All Guests must adhere to all applicable Covid_19 entry to Hawaii requirements and must show appropriate documentation of vaccination or negative test results in accordance with...

Pristine White Sand Beaches, in Waikoloa Resort

Kolea #16E is in the only beachfront complex in the Waikoloa Resort. NO RESORT FEES. Unlike other resorts, Kolea #16 does not charge any resort fees. This property is located on the famous Anaeho'omalu Bay, a 4 minute walk away through the Beach Club.Discerning guests...

Kona Magic Sands Oceanfront Studio #307 with COOL A/C

COOL A/C!!! UNIT # 307 AT KONA MAGIC SANDS!We purchased this unit in 2017. Since then, we have made lots of upgrades to the already "good bones" of this unit. Check out our great reviews!!This unit is designed and set up for TWO ADULTS.We are sure that you will enjoy...

Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!

Ocean front doesn't get any closer! Enjoy the beach and the views' in this fully remodeled gem. Open the windows and let the ocean sounds take over! Brand new kitchen, custom made furniture, AC in all rooms, and beach access makes this vacation rental the perfect...

$50 off Spring/Summer for Waikoloa Beach Villas, 2 Story End Unit!

Come share the enjoyment of our home away from home in Hawaii!Enjoy your stay at this Hawaiian plantation style villa adjacent to the King's Shops and a short walk to the scenic Anaeho'omalu Bay. The villa is located on the 3rd green of the world class Beach Course in...

Kailua-Kona Condo w/ Resort Access & Ocean View!

Treat yourself to a delightful Hawaiian getaway when you stay at this 1-bedroom, 1-bathroom Kailua-Kona vacation rental condo. Set along the lush landscape of Kona Coast Resort, the corner unit condo offers access to pristine pools, hot tubs, tennis courts, and more....

Relaxing Unit In Royal Kahili

Welcome to the Royal Kahili! This is our home for 3-4 months out of the year, so it is comfortable and well appointed for your stay.Extensive renovations to the unit. It is gorgeous! New kitchen and guest bath, fresh paint and baseboards, updated light fixtures and...

❤️PiH❤️ OHANA SPIRIT★Free Hilton Resort Passes ★Free Private Beach Club

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ohana Spirit at Kamilo in our Hawaiian Luxury Collection.Ohana Spirit at KaMilo is a beautifully appointed four-bedroom home designed for gatherings of up to 10 guests. Thoughtfully furnished with comfortably...

A Whale Crossing Vacation Rental North Shore, Big Island

A Whale Crossing Vacation Rental is tucked away in the serene North Kohala region, near Upolu Point on the northwest tip of the Big Island. This charming, secluded getaway offers a peaceful and intimate setting, perfect for those looking to experience the natural beauty...

Newly-renovated beautiful spacious Condo w/ fabulous mountain & golf course view

Paniolo Greens at Waikoloa C212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The tropical haven you've been dreaming of, this newly-renovated, corner unit Waikoloa Village condo...

Modern & Private Condo in a PRIME Location!

Resort style living in a beautifully maintained property with a lush tropical setting. It's an 8 minute walk to dining, shopping and limitless activities in Kona town.Located across from Royal Kona Resorts and world famous Don The Beachcomber bar which is famous for...

Surf and Racquet Club Paradise with Pickleball Courts/Pool/Air Conditioning

TIKI HALE LUA welcomes you to a beautifully uodated 2 BR / 2 BA Townhouse at Keauhou Kona Surf & Racquet Club. Our townhome, in this oceanfront complex, exudes pride of ownership with beautiful & comfortable furnishings, art work, entertainment systems, items for beach...

Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach

Kahaluu Beach Villas 1-203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set right across the street from Kahalu’u Beach, this three-bedroom condo is within steps of one of the best...

Paradise Captured...Discount Weekly and Monthly

Bring your friends and family to a hidden Paradise. Live in the natural canopy of the wild of the Hawaiian terrain. While being only twenty minutes from the finest restaurants on the island. You are centrally located on the island, which gives you easy access to the...

Beach Front Condo (Ocean View), Best Snorkeling/Surfing.

This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing, paddle boarding and golfing. Ours is an unit on the ground floor in the back with views of...

Shores at Waikoloa Beach Resort, with large lanai and view

Remodeled fall 2017 Remodel includes tile floors throughout, widening galley kitchen, new shower and tub in master bathroom and large new shower in guest bathroom The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay...

Alii Drive Kailua-Kona's Best Location! Free AC and WIFI Pool!

Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...

Includes Hilton Waikoloa Pool Pass thru June 2025! Easy walk to the beach! Kol

This vacation rental is professionally managed by ResorticaHawaiiKolea 14A. Stunning and Spacious Ground Floor Unit. Perfect for your vacation!Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons...

Mauna Lani Fairways | Luxury Accommodations

Summary:The Fairways at Mauna Lani is a townhome community situated along the 4th and 12th fairways of the resort's North Course. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This 2 BR/2 BA unit features luxurious and tropical decor,...

TRUE OCEANFRONT WITH WRAP-AROUND LANAI – Prime unit in Casa de Emdeko - B 238

2BR / 2BA | Sleeps up to 6 or 7Massive L-Shaped Lanai | Unsurpassed Sunset ViewsWhat makes this condo special?*Could sleep up to 6 or 7! - King bedroom- Queen bedroom- 2 couches in the living room, with extra bedding available- Plus lanai daybed*Parking-This condo...

Very Clean, Beautiful Ocean and Sunset View, No Stairs, Longer Stay Discounts

This is a newly remodeled condo at Country Club Villas with a State Of Hawaii STVR License Number PL-STVR-2024-000890. The condo is a modern two bed two bath with sunset and ocean views situated on the 17th hole of the Kona Coast Golf Course just above Keauhou Bay....

Hilton Waikoloa Pool Pass for stays thru 2025. Waikoloa Beach Villas M33

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas M33Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Full Size BedsAdditional Bedding: Sleeper Sofa in the Living RoomHilton...

Oceanfront - Dolphin Retreat - KAYAKS INCLUDED

On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 4 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is...

Gated Oceanfront Villa with private access to beach, heated pool & tennis court!

Welcome to Barefoot Kona at Alii Point - Ideally situated between Magic Sands Beach and Kailua Village, the villa places you close to some of Kona’s best beaches, dining, shopping, and ocean activities.This two-story oceanfront villa sleeps eight and offers spacious,...

Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!

The vacation home you have been looking for! You will love this private, permitted vacation home (located on Big Island of Hawaii in Kailua-Kona) with a large crystal blue pool, beautiful 180 ocean views, hot tub, 4 large bedrooms (King beds) each has a full bath...

Island oasis on golf course w/private lanai, pool, tennis, WiFi, & ocean views

Waikoloa Villages E108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself enjoying a favorite beverage while overlooking the signature sixth hole of The Village Course at...

Oceanfront home with amazing sunsets!

Escape to our oceanfront home featuring a saltwater tide pool, offering some of the best sunsets along the Kona coast with over 200 ft of oceanfront property. Watch dolphins, surfers, paddlers, and boats while sipping morning coffee or evening cocktails from the...

Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

Aloha, welcome to our amazing ground floor, garden view condo, in the heart of Kona town close to EVERYTHING! This studio has been updated for our guests to enjoy. We live on island and would like to share are little getaway condo with you. There is a CAL KING...

Ground Floor Ease w/Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 3H

Say aloha to this island-style home away from home with tropical-inspired bedrooms, luxe master bath, gourmet kitchen, open living area and lanai. You’ll love the convenient dishwasher, air conditioning, ceiling fans, laundry room and high-speed Internet. Amid 29-acres...

Top level home w/ golf course view, shared pool, hot tub, & open-air gym

Waikoloa Beach Villas M32Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views from your lanai including the beautiful golf course and the lake where egrets gather throughout...

One Bedroom, First Floor, Fully Furnished Condo

Enjoy waking up to the tropical sounds of paradise. Nestled into the beautiful tropical trees is this perfect first floor, one bedroom, fully appointed condominium which is walking distance to Kailua Pier (start of the Iron Man) and downtown Kona.Enjoy the completely...