Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Pili Mai 11K: Luxury Condo w/ Community Pool, Hot Tub, AC & Ocean/Golf Views

Welcome to Pili Mai, the modern and stylish abode that is sure to fill your next Hawaiian vacation with comfort and relaxation. Situated on the scenic Kiahuna Golf Course on the south side of Kauai with picturesque panoramic mountain views and the ocean just beyond,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Beach Equipment | Natural Lighting | Quiet Neighborhood | 5 Mi to Downtown KonaClear the calendar and say 'Aloha' to your next tropical getaway at this 1-bedroom, 1-bath vacation rental cottage in Kailua-Kona. Perched on the west coast of the Big Island, this quaint...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Oceanfront at Sugar Beach Resort - #226

Our ocean front condo has unobstructed views of the ocean with the islands of Kahoolawe and Molokini in the distance. SBR#226 is in the middle of the second floor of Plantation Building at Sugar Beach. The Resort has large, free, off-street parking areas with easy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Valley Isle Resort #105 - Oceanfront Condominium

Valley Isle Resort #105 is a charming ground floor 1-bedroom unit situated along Maui's picturesque western coastline. This cozy retreat features a queen bed in the bedroom and a convenient queen-sized Murphy bed in the oceanfront living room.As you relax in the living...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

❤️PiH❤️ SEA GLASS★ Best Views ★ Private Heated Pool★

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sea Glass House, a part of our Hawaiian Luxury Collection.Sea Glass House at KaMilo is the pinnacle of luxury at KaMilo and was built on the best lot in KaMilo for privacy and views.It is surrounded by...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Kamuela, Hawaii

Kauai Beach Resort~Beautiful Mountain View

**Please read 'Other Things to Note' in listing** Capture the tranquility and beauty of the Garden Isle from this charming, centrally located condotel unit at the Kauai Beach Resort. From your private lanai, take in Kauai's lush landscape and majestic mountain views,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lihue, Hawaii

Exceptionally Pristine Haleiwa North Shore Beachside Retreat

Summertime on Oahu's North Shore! -AVOID TRAFFIC MESS AT THIS LOCATION-The large Winter surf has gone down and diving, paddling & fishing beckon you just minutes away down a private beach access. Shell collecting, monk seal & green sea turtle watching, sunsets over the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 HALEIWA, Hawaii

Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset/ Golf Course View

This is a 3 story building with our 2 story unit located on second and third floors with entry to condo up a flight of stairs. We have four bedrooms, 2 on the second story (the condo's main floor) which are Master suites. While upstairs on the third floor there are two...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Gorgeous Fairway View Home w/Shared Pool, AC & Relaxing Lanai: Kamilo #123

Mauna Lani KaMilo #123 – A brand-new designer home in the heart of Mauna Lani Resort, Kamuela, offering over 2,400 SF of luxury living space. Whether you’re here to relax or entertain, this 4-bedroom, 3.5-bathroom home accommodates up to 10 guests, with ample room...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kamuela, Hawaii

Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to Town

*New Listing* Oceanfront, fully updated one-bedroom condo in the Kona Reef Resort. AC throughout the entire unit.Perfectly located just a 5-minute walk from dozens of shops, restaurants, and beaches.As you walk through the door and see the deep blue ocean waves out the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with AC

Alii Cove#G-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Walk right into the unit, there are 2 assigned parking...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Wailea Ekolu Village | 1107

Wailea Ekolu 1107 is a charming ground-floor vacation rental that offers the perfect blend of convenience and stunning views of the ocean, mountains, and the island of Lana'i. Guests can enjoy the soothing sounds of tropical birds without the disturbance of street...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Beautiful, renovated Home. Discover the North Shore of Oahu. Great location.

Aloha!My name is Lindsey and I was born and raised right here in beautiful Laie, HI located on the world famous North Shore of Oahu. This is our personal family home and we will go going on vacation. I love this town so much, that once I got married and started a...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Laie, Hawaii

Kona Reef: B-15: Direct Beachfront, Pool/Hot Tub, Air Conditioning, Elevators

Located on the second floor, Kona Reef#B-15 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua Kona, Hawaii

Wailea Elua Village | 1703

Elua 1703 is a distinctive oceanfront vacation rental, perfectly situated directly in front of the renowned Ulua Beach and the Wailea Beachfront Walking Path. What sets it apart is its unique privacy, surrounded on three sides by lush, meticulously landscaped gardens...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Spacious 2Bedroom/2Bathroom Oceanfront Condo with Central-AC

This spacious end-unit ground floor condo at Royal Kahana Resort is the perfect place to relax and unwind on your Maui vacation. With two bedrooms and two bathrooms, it can comfortably sleep up to six guests. The condo features a fully equipped kitchen, a washer and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Lahaina, Hawaii

KBM Resorts | FREE CAR | Napili Bay | Oceanfront | Stunning Studio Villa, Turtle views! NAB-107

Charming ground-floor studio just steps from Napili Bay with ocean-view lanai, full kitchen, king bed, and walk-in shower-perfect for couples or solo travelers seeking a peaceful Maui retreat.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Top-Floor Luxury: Rare 3 Lagoon View, 2 Lanais near Disney Aulani, Avail Jun15th

June 22nd, Aug 31st next available. Note: We are the homeowners. Not managed by Vacasa or other troubled rental agencies.Our upscale beach home is ideally located on lagoon two, boasting some of the most spectacular ocean views at our resort from our two ocean facing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Seaside Retreat Condo

Welcome to your retreat by the sea. A great ocean view Overlooking Kahaluu Reef Bay. AC & centrally located in the heart of Kailua-Kona right on Ali'i Drive. Free Digital guide with booking with lots of local recommendations. Designed for comfort and thoughtful details....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

"Oceanfront Oasis with Captivating Views: Royal Mauian 317 - Make Memories !

Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

Heeia Bay Paradise – Spacious 3 BDR Steps to Beach

Summary:Paradise is calling you home at Heeia Bay on the Big Island of Hawaii!The Space:This incredible 3-bedroom home is located in the popular tourist destination of Kailua-Kona, known for its beautiful beaches, clear waters, and lush scenery. From swimming, to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Steps to Beach Family Friendly in Private Setting Lots of Grass to Play On

Kolea 15G at Waikoloa Beach Resort -- Amazing Location -- 5 minutes walking to the beach -- Heated Infinity Pool with Ocean view -- Contactless Check In & Out -- Fast WiFi -- Our Calendar is always up to date!NEW! We have now another great property at Mauna Lani Resort...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Puako, Hawaii

Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel

Remodeled ground floor, corner unit in exclusive Bld 11. Steps from Poipu Beach! Only oceanfront condos in Poipu! One of only few air conditioned units (located in bedroom)! New cal-king bed in primary bedroom, queen sleeper sofa & twin in the living room. Sleeps up to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Koloa, Hawaii

Relaxing 2bd condo with attractive amenities

Welcome to Maui Vista 3403, your perfect island retreat on the beautiful shores of Maui. This 2-bedroom, 2-bathroom condo is thoughtfully designed to accommodate up to 6 guests, making it an ideal choice for families, couples, or friends traveling together. As you step...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach

Newest addition to our Kiahuna Plantation condos! We just purchased and started renting condo #87. For reviews, please look up our other units - VRBO 1300156, 1587209, and 2160974Dual AC in living room and bedroom.Fully remodeled 1bd/1b condo inside the stunning Kiahuna...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Steps from the Sand ! Stunning Curated Interior Mahana at Kaanapali. Fully AC!

The Mahana at Kaanapali Unit 317, Lahaina, MauiWe are trying to capture the essence of resort living with the cool and casual style of Tommy Bahama's new lines of furniture. Fully stocked gourmet kitchens with brand new appliances, bathroom with dual sinks (a rarity...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Lahaina, Hawaii

122 Hainoa – Designer Oceanview Estate with Pool & Spa at Hualalai

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua Kona, Hawaii

Ohana Kamalani: Lavish Fairwayfront Home w/Pool, AC & Stunning Sunsets!

Nestled in the heart of Princeville along the renowned Makai Golf Course, Ohana Kamalani by Gather is a spacious three-bedroom, three-and-a-half-bathroom home designed for comfort and relaxation. With Bali Hai and ocean views, a private pool, and air conditioning...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Luxury beachfront villa on a world class beach in Kailua, HI

As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Kailua, Hawaii

Great House Across from Beautiful Anini Beach Extended Family 100 steps to sand

At Anini Beach, among many listings on Vrbo, there are only 25 houses for rent, including this, that are actually in the beach neighborhood. It is also permitted by the County as 4217. The North Shore of Kauai has the third largest barrier coral reef in the world,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kilauea, Hawaii

Ground-Floor Condo w/Shared Pool, Hot Tub, Free WiFi, and Central AC

Pili Mai 15AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Stunning 3br/2ba, Sleeps 8, Direct Ocean Front, 3rd Floor Condo, A/C, Pool

Welcome to Hale Honu (House of the Sea Turtle)! Panoramic ocean views and beautiful sunsets await you from this spacious 3-bedroom, 2-bathroom ocean front home at the Sands of Kahana. This upgraded beachfront condo is literally steps away from the ocean on the 3rd...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Your Hawaiian Vacation Starts Here! II

Welcome to Kona Shores, a charming complex situated on Alii Drive, along the Hawai‘i Scenic Byway (Ala Loa Foot Trail). Just one mile from downtown Kailua-Kona, this well-maintained ground-floor condo offers easy access to shopping, restaurants, and beautiful...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Ma'alaea Surf, Unit F6 2 BR Beachfront Condo, AC, Wifi, Pool, TV, Kitchen

Ma'alaea Surf, Unit F6 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second bedroom and bath. It features...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KIHEI, Hawaii

Rainbow & Bali Hai views, Walk to the Beach, , Sleeps 6, 2 baths, close to shops

ALOHA! WELCOM TO KAUAI.Tranquil and tropical setting on the edge of Hanalei Ridge. Three bedroom Duplex, that sleeps six in a small peaceful complex. All brand new, fully remodeled, clean, fresh, bright, and welcoming filled with the Aloha spirit. Enjoy the peace and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

❤️PiH❤️ PARADISE GARDEN HALE ★ Hilton Pool Passes ★ Large Back Yard ★ Enjoy Bikes

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Paradise Garden Hale, a part of our Hawaiian Luxury Collection. Paradise Garden Hale at KaMilo is a wonderful new single level 3 bedroom home. We pride ourselves on providing some of the most sought after...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kamuela, Hawaii

Stunning oceanview property minutes from dolphins

Please check out our cottage on the same property for smaller groups: Vrbo 953957 This Unique property showcases a 153 foot ocean facing deck with luxurious indoor/outdoor Hawaiian style living. Everything is completely redone and modernized. You could be swimming in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Kona Makai Building #1

Stunning ocean views from the lanai, ocean front from the bedroom, the sounds of the surf on the rocks, and the spirit of Aloha welcomes you to our home in Hawaii. Kona Makai is a beautiful oceanfront complex with well maintained gardens, swimming pool, hot tub, gas...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Waikiki Beach Experience! Luxury OceanView Suite!

Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Maui Resort Rentals: Honua Kai Konea 531 - Gorgeous 5th Floor Ocean View Studio

Boasting an ideal vantage point overlooking the Konea Towers lush interior courtyard, this luxurious oceanview studio suite will impress from the moment you enter. From its optimal orientation toward the ocean to its excellent 5th-floor location, your group will enjoy...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

🏖❤️Gorgeous🌴 2BD/2BA LUXURY CONDO, 180 REVIEWS, Updated & Painted🏝❤️

Newly painted interior, New coffee table, two new chairs, new kitchen lights, tile floors.🌺 You are renting directly from the owners Bob & Family. We would love to have you stay in our condo. As our guest, you have full access to all resort Amenities at Honua...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

⛵️Mahana 1217 OCEANFRONT PENTHOUSE 1 BDRM/1 BATH Condo/12th floor/Legal Rental⛵️

The Mahana at Kaanapali is an OCEANFRONT resort located on the NORTH BEACH section of the famous Kaanapali Beach on West Maui. We are located just north of Duke's restaurant and several miles from the recent Lahaina fire. Our resort had no damage as a result of the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Executive Luxury Luxury Home in the Safe Gated Community

Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapolei, Hawaii

Luxe Maunalani Resort Condo w/ Pool + Beach Access

Just minutes from the stunning beaches of South Kohala, this 3-bedroom, 2-bathroom vacation rental condo offers the perfect retreat for your island getaway. With a spacious lanai, community pool, and sauna, you'll have everything you need to relax and unwind. Spend your...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waimea, Hawaii

399+ 13 years same ownership: Accountable

We're Accountable 24/7. This condo, however, is not a hotel. We will service immediately whatever needs attention. Our Cancellation Policy Protects both the guest and us. If a guest cancels their reservation outside 60 days, we'll refund their money immediately less...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 KAMUELA, Hawaii

Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!

Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views and seamless indoor/outdoor living with a top notch beach steps away and some of the best snorkeling on island directly in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Modern, Romantic Vibes in the Tropics

The SpaceCome enjoy this newly updated, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave. Everything has been updated, including hand-picked...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

Breathtaking Pool & Ocean Views! - Updated Corner Unit -Sugar Beach #412

Welcome to Sugar Beach Resort #412 – Updated Corner UnitExperience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with elevators, provide...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Maui, Hawaii

Relax by the sea! Two bedroom retreat near Kailua Pier - 11 min

Discover your tropical retreat at our enchanting two-bedroom holiday house in Kailua-Kona. Paradise is ready for you. Nestled just a short 11-minute drive from the vibrant Kailua Pier, you'll be perfectly positioned to explore the island's top attractions, including the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Hale Ho'ouluulu – Luxury Poipu Villa with Infinity Pool & Ocean View

Wherever you look, this stunning Kukui'ula villa inspires admiration, and sparks delight. First, there’s the expansive view: an enchanting parfait of rolling hills and verdant orchards in the foreground, the glittering sea beyond, and impossibly blue skies overhead....

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

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