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.
List
Map

KAUAI'S Plantation-style Paradise for 2! Peaceful North Shore Cottage 5-STAR!

**THIS RENTAL IS EXCLUSIVE TO VRBO - DO NOT RENT OFF CRAIG'S LIST OR ANY OTHER WEB SITE**If you are looking for the ultimate Kauai experience, then look no further! Located on the North Shore, the most desirable area of Kauai, known for its tropical lushness, sandy...

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

KLVR welcomes you to Honua Kai Luana upper level 5C Oceanfront Resort, POOL view

Kaanapali Luxury Vacation Rentals (KLVR) Welcomes you to the Beautiful Luana Garden Villa at Honua Kai Resort*5CLuana Garden Villas is the final phase of Honua Kai Resort and Spa, located on the stunning Kaanapali Beach on Maui’s western shores, and steps from...

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

★ - Rainbow Lookout! Private Hot Tub + Pool Access + New Central Conditioning

Rainbow Honeymoon Lookout at Huelo Point Lookout is the perfect starting point for adventurers embarking on the famous Road to Hana, making it a great jumping-off point for exploring Maui's stunning natural attractions. This hidden gem on Maui's North Shore is an ideal...

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

Marine Surf Waikiki Studio

Location, location, location! Our elegantly appointed studio is a block from Waikiki Beach, and at the center of shopping, restaurants, and nightlife. We offer FREE parking, high speed WiFi, and a well-equipped kitchen with essentials for cooking. The lanai offers a...

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

Spacious Ocean View Home. Steps From White Sand Beach. Private pool & spa.

Our home is perfect for a family vacation, romantic getaway or couples retreat!Enjoy our spacious home in the exclusive resort of community of Pauoa Beach. One of 46 homes in the private enclave with access to the private Pauoa Beach Club amenities: * Family friendly...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 12
📍 Kamuela, Hawaii

Kepharts' Ocean-view Hale: A Home Away from Home

This five-bedroom/three-bath home sits on five acres of land in the Kohala Estates. We specifically designed and built the house as a family vacation gathering spot. Its high ceilings and 760 square feet of windows make it particularly light and airy. Tradewinds and 13...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 15
📍 Kamuela, Hawaii

*TOP FLOOR REMODELED OV 1BR * A204

E Komo Mai “welcome” to Maui Eldorado A204! This newly remodeled tropical condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts with spectacular ocean and Kaanapali north golf course views from the Maui Eldorado,...

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

Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308

For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and snorkeling- no roads to cross, no long walks. From our lanai, you might spot whales in the winter, turtles passing by, and...

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

Kona Bali Kai 411, Oceanfront, Two bathroom

Welcome to Bali Kai 411, an oceanfront condo offering a peaceful retreat with panoramic views of the Pacific Ocean. Located on the beautiful Big Island of Hawaii, this spacious 2-bedroom, 2-bathroom unit is the ideal getaway for families, couples, or small groups...

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

Kiahuna Plantation Luxury

STOP! You can go to our owners' website by clicking below on 'CLICK HERE' under links to more information.Why does our unit create such a high rental following? The reasons we keep hearing from past renters...1) Just steps from Poipu's best beach (60+/-, but who's...

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

Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12

Welcome to Lanikai Hale ~ Two Hawaiian style cottages (which can be rented together or separately) on a large fenced-in property in the heart of Lanikai, just 2 miles from Kailua Town on the Windward side of Oahu.There is plenty of parking and sleeping space for a group...

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

Hulili Tropical Fruit Farm- With over 200 five star reviews!

*If your dates aren't available, please check out our new listing #1355789 or our new Treehouse listing #4108089*Opened for guests in 2010, the original HULILI FARM COTTAGE (pronounced who-lee-lee) has welcomed so many wonderful guests that it became time to enable more...

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

Hale Leilani: Kukui'ula Plantation Villa with Ocean View & Pool

Luxuriously appointed, supremely spacious, and overflowing with tropical charm, this stunning new plantation-inspired home in Kukui'ula is superlative in every way. The entire property—poetically christened Hale Leilani—embodies the most appealing aspects of a...

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

Ground floor Ocean and pool view at Maalaea Bay

Hono Kai A5 is a ground-floor, 1-bedroom, 1-bathroom condo featuring ocean and pool views, easy access to the property from your lanai, and 1 window A/C unit in the bedroom. Unit A5 can accommodate up to 4 guests. The bedroom is furnished with a king-size bed in the...

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

Admired Poipu beach house in a perfect location, now a vacation home!

Stay in this beautifully designed vintage Hawaiian style home 350 feet from the Brennecke's Beach side of Poipu Beach park, in the heart of Poipu. Spacious lanais and outdoor living gives everything Kauai has to offer, as well having your private gate leading to the...

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

"Happy Daze" at Kapa'a Sands 24 – Unwind on the Stunning Coconut Coast!

Tranquil Shores – Oceanview Escape at Kapaa Sands 24Welcome to Tranquil Shores, a charming 2-bedroom, 1-bath oceanview condo at Kapaa Sands, where peaceful island vibes meet the rhythm of the sea. Nestled along Kauai's Coconut Coast, this multi-level retreat is just...

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

This Tropical Bungalow features Air Conditioning and Tempurpedic King Bed

Our Home is available and away from the current Kilauea eruption zone. Enjoy your stay here.Between the Scenic Route and the ocean. Good ocean views in an agricultural setting. All NEW furniture and incidentals. Terrific landscaping. Gated with a 2 car enclosed garage....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Pepeekeo, Hawaii

OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA

Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale season watch the Humpback...

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

ALOHA - Poipu Beach Vacation Condo

Aloha! This charming, cottage-style condo is located at the 35-acre Kiahuna Resort next to Poipu Beach, Kauai's beautiful South Shore. The Resort is beautifully landscaped with rolling lawns, Koi ponds, the famous Moir Gardens, and has its very own world class sandy...

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

Paulele Beach House - Charming "Old Hawaii" Home in Hanalei

Paulele is a beautiful Hawaiian-style home right on the closest beach road (Weke Rd.) on breathtaking Hanalei Bay! This tasteful and comfortable home has four bedrooms, five baths, a fully-equipped kitchen, and it comes with everything you’ll need for a wonderful...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Hanalei, Hawaii

MRR Presents Kaanapali Ali'i 474 - Gorgeously Remodeled 3BR w/ Stunning 7th-Floor Direct Ocean Views!

This gorgeously remodeled 3BR residence boasts a spacious floor plan and direct ocean views from a stunning 7th-floor interior courtyard location. Enjoy over 1800 sq ft of interior living area, an expansive private balcony, and elegant upgrades throughout, including...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Lahaina, Hawaii

Stunning Oceanfront Sunset-Bali Hai Views with A/C + Hideaways Beach below

*** December 2025 Discounted Rates*** Book a stay of 7 consecutive nights or more anytime between Dec 11-21, 2025 and receive a 10% discount on nightly rates! Welcome to Hale Honu Aloha ("Home of Turtle Love") at Puu Poa, an updated spacious two-bedroom, two-bath condo...

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

April Cancellation Reserve ASAP ONLY 179/nt ! 135 Exceptional Reviews!

BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all the amenities of the highly acclaimed Maui Sunset resort, including 60 foot freshwater swimming pool beachside and l hot...

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

Spacious 4 bedroom Home, steps to Hukilau Beach, A/C, 30 Day

This beautiful 4 bedroom home is an easy 3 minute walk to Hukilau Beach. It has been fully gutted and rebuilt and looks and feels like a brand new home. It is a comfortable, clean and relaxing home equipped with A/C, new King beds in the two Master ensuites, and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Laie, Hawaii

Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!

Aloha and welcome, We invite you to come and relax in our cottage with a tropical garden and private entrance, as well as a view of Haleakala Mountain. This is a beautiful, resort quality environmentally green built, private cottage. We are a legally licensed with the...

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

Luxury Zen Polynesian Penthouse & Gold Member Golf Privileges Option

Prepared to be Zenned, Aloha style!!! Penthouse accommodations starting at $260/night (with extended stay discounts available) and on Island coincerge available. State of Hawaii STVR ID #19-375711; and, GE/TA # 069-450-8032-01.Located just 20 minutes north from Kona...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Resort, Hawaii

Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!

Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - Is there any other way to experience Hawaii?!This two bedroom, two-bath condominium gives you all of that...

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

Nihilani 7A. Family Resort Style Living. Central A/C, Pool & Golf

Welcome to your dream vacation destination in Princeville, Kauai! Our two-story, three-bedroom condo offers the perfect blend of luxury, comfort, and convenience. Located minutes from the Makai Golf Course and Hanalei Bay, this property is a golfer's paradise and a...

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

Remodeled Oceanfront Studio with Incredible View

NEW KING SIZE BED and FULL REMODEL: New flooring, new appliances, new kitchen with granite counter tops, new bathroom with walk in shower, new bedding, and new couch. This sixth floor, spacious Condo is located only feet away from the famous white sands beach of...

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

Dlx Oceanview Maui Studio...Updated. AC!nSteps to Beaches! Sleeps 4.

Aloha: Welcome to you own Deluxe Oceanview Maui Studio ...featuring stunning Oceanviews! We are ideally located in West Maui, just north of Kaanapali. Our Deluxe Maui Condo feature Central A/C, In-suite Washer/Dryers, Color Cable TV and Full Kitchen. Recently updated...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Lahaina, Hawaii

Newly Renovated, Modern Beach 70’s Surfer Vibes

Welcome to the beautiful Kahakai Cliffside - Located on the stunning North Shore of Kauai. Completely renovated in 2023 with dual-zone air conditioning, Kahakai Cliffside sets a new bar for modern-beach 70’s surfer vibes with high-end flourishes throughout. This...

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

Pacific View: 5-Acre Gated West Maui Estate with Pool, Pickleball & Basketball

Pacific View is nestled in the majestic West Maui Mountains, a vast area of lush valleys and cliffs. This lovely 5-acre estate is uniquely situated to capture all of that beautiful West Maui offers.Pacific View is a gated villa offering a generous 4000+ square feet of...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Tropical designer retreat right on the water with ocean view, pool & AC

Puu Poa 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your vacation enjoying the salty sea air and ocean views from the spacious lanai and nearly every room inside this...

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

NEW!! Charming 1-bedroom bungalow in amazing Kona

NEW! NEW! NEW!*professional photos coming soon**Our dream home! Ready to share with you. We have been waiting years to be in this complex! It’s the secret gem in Kona. We put our vision and dreams into a complete remodel September 2024. The kitchen with all new...

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

Brand New 2 Bedroom House

Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508

Wailea Elua #1508 – Partial Ocean Views & Comfort Near PoolSet within the prestigious Wailea Elua Village, Wailea Elua #1508 offers an ideal balance of peaceful luxury and island convenience. This spacious 2-bedroom, 2-bathroom condo features partial ocean views, a...

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

Chic Beachy Studio in Waikiki

Beachy style, chic studio renovated to 5-star standard with partial ocean view. Centrally located at Marine Surf Waikiki on 21st floor. Just steps from the beach, world-class shopping, restaurants, and attractions. One block from Royal Hawaiian. Enjoy a sleek place to...

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

Ultimate Oceanfront Condo with Stunning Views & AC

Unobstructed knockout views! Imagine yourself in this gorgeous location with amazing front row seats, 30 feet to the Pacific Ocean. Whales, turtles and dolphins swim by right out your door! See the stunning sunsets and views of the volcanic Poipu coast all year from...

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

Great Sunset, Ocean and Mountain Views

TA# 124-991-6928-01 - "Ruler of the Sea"Alii Kai is a spacious 2 bedroom, 2 bath private ground floor end unit, situated on a vast tropical bluff with views of rainbows, waterfalls and famous Bali Hai sunsets. Relax on the peaceful lanai as frigate birds gracefully ride...

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

Spectacular Ocean Views! Nohonani 102

Amazing ocean front location just steps to sandy beach! Escape to this perfectly located ocean front ground floor 2 bedroom/2 bath that offers spacious accommodations with room for six. Primary bedroom boasts King bed and sliding glass doors that lead out to your...

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

Family-Friendly Condo w/Balconies, Shared Pool, Hot Tub, Garden View, Central AC

Nihilani 25BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the close proximity and easy access to the beautiful walkways of Princeville that offers this incredibly...

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

Waikoloa Beach Golf Discounts! Waikoloa Beach Villas I2

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas I2.Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses). Fees are $85.00 per...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Beach Resort, Hawaii

Newly renovated guest house with lush landscaping & gazebo

Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...

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

Mauna View by AvantStay | 10min to Beach, Backyard

Kick back in the heart of Makaha Valley at Mauna View, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give you...

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

*Ocean and Mountain Views!* | Lush Hawaiian Oasis

Summary:🌴 Wake up in paradise at Hanalei Bay Resort! Nestled on 20 lush acres in Princeville, this luxury condo offers ocean & mountain views, private beach access, pools, tennis courts, yoga, spa, BBQs & more 🌊⛳ Golf lovers enjoy exclusive discounts too! Your...

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

❤️PiH❤️ Mauna Kea Palms ★Ocean Views★ Stunning Mauna Kea Resort ★ Best Beaches

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Mauna Kea Palms, a part of our Hawaiian Luxury Collection. Mauna Kea Palms at the Mauna Kea Resort Kumulani complex has majestic views of golf, mountains and sea. You will be mesmerized looking at the ocean...

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

Perfect island getaway nestled near Sugar Beach

Welcome to Kanai A Nalu 215, a delightful 2-bedroom, 2-bathroom located on the 2nd floor, this beautiful unit features a private lanai with stunning ocean/pool views, split A/C throughout, and a private washer/dryer. There are elevators at this property for easy access....

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

Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo

Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...

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

Tropical oceanfront escape, steps from Sugar Beach

Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...

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

New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore

Hale Honu is a beautiful, new island-style luxury condo in Poipu's Pili Mai condominium complex on Kauai's South Shore. Offering extensive amenities on site including AC and pool, and just minutes away from Poipu Beach, shopping, fine dining, golf, and much more. Be one...

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

Showing 17 of 323 pages.