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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Stunning Ocean View, Just a 1-Minute Walk to the Beach.

FREE: Coffee and TeaFREE: WifiFREE: Netflix and HuluFREE ParkingFREE: Washer & DryerFREE: AC/ HeatUnbeatable beachfront location, offering guests stunning, uninterrupted ocean views. Imagine waking up to the sound of waves crashing, enjoying your morning coffee on the...

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

Hawaiian Paradise- Waiting Just for You-

Our 2 bedroom 2 bath condo received a complete renovation so we can offer all the amenities the discriminating traveler desires. The condo has a stainless steel kitchen, all small appliances, glassware, cookware & Select Comfort Sleep Number adjustable mattresses on the...

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

Old Hawaii with Ocean views, walk to beach, private jacuzzi, health club

Step back in time in classic Hawaii home with ocean views, short walk to sandy beaches, large yard with private jacuzzi under the stars. Roof deck for shore line views of sunset. Large great room with breezy lanais, with three bedrooms and two baths, laundry and galley...

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

Maui Kamaole, 2 lanais, queen sofa beds, quiet, eco friendly, south Kihei condo

Enjoy a million dollar a year garden setting, steps from the pool, waterfall and spa, at this quiet, private one bedroom, two bath condo. The 2 lanais create a lovely cross breeze through the 850 square foot condo. Stay cool with 2 new mini splits as of 2025. Two full...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Hale Aikane: Gorgeous Oceanview Home w/Private Pool & Relaxing Garden Lanai

Welcome to Hale Aikane ("House of Hospitality") an elegant single-level home in a private subdivision featuring a solar heated pool and Tommy Bahama decor. The spectacular elevation of this home allows for miles of ocean and coastline views. You'll be in vacation mode...

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

Surfside Suite at Seaspray Ocean View

If your planning a trip to HAWAII, treat yourself to the luxury of an ocean view Suite. Surfside Suite has everything you would want for your dream trip. Relax on your private lanai for a direct view to people watch as surfers ride the waves or walk across the street...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kahaluu-Keauhou, Hawaii

Hale Hau'oli ~ House of Happiness

This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...

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

Ocean front | Snorkel with turtles!

Summary:We invite you to relax in the private and peaceful Honokeana Cove with breathtaking views of the Pacific Ocean. You will be very impressed with this direct oceanfront, luxury, vaulted-ceiling townhome with gorgeous views of the ocean and the island of Molokai...

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

Oceanfront Corner View Luxury! 2 Bedroom 2 Bathroom

Mahana 919 is a 2 bedroom, 2 bath spacious corner unit has one of the most outstanding views at the Mahana and on the island - It is also one of the nicest places to stay!! This condo is on the south west corner of the building which means you will not only have the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Lahaina, Hawaii

Alii Cove Top Floor Unit with Ocean View and walk to town and beach

Luxurious top floor condo, Unit H-23 (Sleeps 4 with Futon in Loft for an additional guest) The short walk to town from here offers a variety of restaurants (Papa Kona, Kai, Kona Inn, Royal Kona and the famous Huggo's Restaurants for sunset and live music), lots of shops...

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

Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town

E komo mai! Welcome to our light and bright beach house, located directly on the calm and lovely Keiki Pond at Kona Bay Estates. Enjoy ocean and beach views from every room. The primary bedroom features 180* view of the beautiful Kona coast. Kona Bay Estates is ideally...

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

Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003

Come stay with us at our tropical and clean, 2 Bedroom, 1 Bath Cottage. Our cottage is across the street from a 5 Mile long beach in Sunny, Quiet, North Kihei. It takes only 30 seconds (45 seconds if you walk really slow!) to walk to the beach from the cottage. Great...

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

Ka Eo Kai Resort Studio

Overlooking Anini Bay, Ka Eo Kai Resort is an escape to a South Pacific paradise on Kauai’s north shore. Enjoy all the resort amenities and nearby golf, or roam the whole island for breathtaking adventure. Whatever your style, there’s something here for you.

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

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

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

Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking

Aloha E Komo Mai. Welcome to Waikiki Banyan Rental, our vacation rental condo at the Waikiki Banyan.Our unit is a LEGAL short term vacation rental at the Waikiki Banyan. (Registered with the C&C of Honolulu, Permit # 2212-CCH-0749).The Waikiki Banyan is one of Waikiki's...

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

Salt Water Pool⛱️ Ocean View 🌊 Hualalai View🌋 140+ 5 Star Reviews 🌟🌟🌟🌟🌟

Welcome to Paradise! Enjoy Hawaii's Big Island from your private condo (with an ocean view)! Your condo within the Vista Waikoloa Complex features: 🌴 Ocean View of Anaeho'omalu Bay (A/Bay for short!) from Lanai, Living Room, Dining Area and Master Bedroom! 🌴 Huge...

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

Gorgeous Oceanview Townhome - AC included!

Welcome to our tropical paradise in Kona, Hawaii! This luxurious 3-bedroom, 2.5-bathroom townhouse/condo offers the ultimate island getaway. With a prime location, stunning ocean views, and modern amenities, you'll experience the vacation of your dreams.As you step...

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

Maui Resort Rentals: Honua Kai Konea 303 - Upgraded 2BR, Only One Stack Back from Oceanfront, Pool and Ocean Views!

Located only one stack back from oceanfront, Konea 303 is a luxurious 3rd-floor interior courtyard two bedroom suite boasting beautiful views of the blue Pacific Ocean and the lush Konea pools and courtyard. Since your group will be located in the closest column to the...

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

Honu Harmony | Pools, Golf Privileges, & More

Summary:When choosing the perfect destination for your upcoming vacation, where you’ll stay is of the highest importance. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:You want a place that can accommodate the whole group not just...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa Beach Resort, Hawaii

Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!

Newest addition to our Kiahuna Plantation condos! We just purchased and started renting #56. For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and 2160974Brand new dual AC in living room and bedroom.Kiahuna is a beachfront...

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

Wailea Beach Villas | PH309

Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private...

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

Stunning Maui oceanfront resort. 2 bedroom, 2 baths

2 bedroom 2 bath ocean front condo in Kihei.Aloha! Our condo is in Kauhale Makai - or Village by the Sea which is a great resort complex on a large grassy ocean front property. There is a saltwater pool and a hot tub. It is a 2 minute walk across the grass to a sandy...

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

Luxury in Paradise l Beaches, Golf, Shopping

Summary:B211 |TA-018-220-0320-02Experience luxury and comfort in Villa B211 – a beautifully designed 3-bedroom, 3-bathroom retreat with 1,600 sq ft of living space and a 400 sq ft private lanai – Relax in the master suite with a soaking tub and dual-head shower –...

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

The Treehouse at Hulili Farm - NEW

High in the podocarpus trees, the Treehouse sits, with a sweeping view of the ocean, and the beautiful sound of birdsong. Sip coffee on the lanai as you watch the sunrise over the ocean. Fall asleep gazing up at the unobscured starry night sky through the carefully...

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

The Islands M2 Oasis at Mauna Lani Resort

Welcome to The Islands, your exclusive retreat within the luxurious Mauna Lani Resort! Nestled in a serene tropical oasis, our M2 townhouse invites you to experience the epitome of comfort and style. This 2-bedroom, 2.5-bathroom haven is ideal for up to 4 guests,...

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

Rare Deluxe Ocean View Gem with Free Parking

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Aloha Villas 3, Oceanfront Townhouse, Steps to The Beach, Great Location

Imagine stepping into your luxurious Hawaiian home away from home at Ekolu Villa. Nestled within the Aloha Villas beachfront complex in South Maui, this spacious two-story townhouse offers the perfect blend of relaxation and resort-style amenities, promising an...

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

DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C

West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!

Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every night.To get your attention...

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

NEW! Sunset Hideaway w/ Beach Access, Pools, Tennis & A/C!

Experience breathtaking views of Hanalei Bay and Bali Hai from this delightful two bedroom condo, ideally located in the serene area of Hanalei Bay Resort.This second-floor condo showcases distinctive island-themed decor, air conditioning, a fully equipped kitchen, an...

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

Wilikoki - Beachfront Vintage Home on Hanalei Bay

TVNCU-1105 - TA# 168-945-4592-01Enjoy watching the surf, sunsets and a view of Hanalei Pier from the deck of this great family-friendly oceanfront location. This is a special heritage Hanalei home, steeped in history, reflecting a taste of Hanalei's past. Wilikoki is a...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Hanalei, Hawaii

Beautifully updated ground floor condo. Just steps from the beach and pool!

Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed condo in Kihei. Open the sliding glass doors to let in the cool ocean breeze, prepare island-inspired breakfast in the fully...

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

★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL

Welcome to Haleakala Cottage at Huelo Point Lookout, your ideal starting point for a Hawaiian adventure, especially if you're planning to explore the iconic Road to Hana. Our cozy cottage on Maui's unspoiled north shore is surrounded by lush gardens and organic...

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

Hale Kolea - Perfect Cottage for Two near Baby Beach!

YouTube Video Preview Presentation - https://youtu.be/Hvpe1OdLTHcThis recently renovated cottage is inspired by the old Hawaiian plantation style era but with all the modern amenities one could ask for! The surrounding neighborhood is a unique and highly desirable...

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

Spend some time on Puako Beach.

Beautiful beachfront custom home on the Big Island with amazing snorkeling and scuba diving just steps away from the lanai. Whale watch tower and nightly sunsets. Elevator to allow access to all floors.We require 30 day rentals or contact us for consideration of a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Waimea, Hawaii

Hanalei Plantation Villa: Secluded, Pool, Hot Tub, AC & Ocean Views

Nestled into the idyllic north shore of Kauai, this 4,000-square foot custom villa was designed by Hawaii's renowned architect Mark Eyler. The architecture and interior design blend Hawaiian, Balinese, and Asian elements with a contemporary style, offering unparalleled...

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

A Modern Mix Waikiki Edition: 1 Br w/ Free Parking

***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...

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

Sunset Oceanside Condo

Don't waste your trip to Hawaii on an average rental. Treat yourself to this Ocean view Condo with a pool. A private lanai overlooks the Kahalu'u Beach Park, you'll delight in morning coffee with ocean sounds and surf watching. Then relax in the evening with sunsets and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahaluu-Keauhou, Hawaii

Stunning Ocean Views - Hualalai Resort- 18th Fairway - Prime Location - Golf Cart Included

Magnificent Garden Level Villa located on the #18 hole of the Hualalai Jack Nicklaus Signature Course. Enjoy white water views and spectacular sunsets from this highly desirable location at Hualalai Resort. Listen to the ocean and whale watch during the winter months...

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

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

Welcome to Puamana Retreat by GatherDiscover the ultimate oceanfront retreat in this beachfront townhouse, where breathtaking views and endless adventure come together in perfect harmony. Situated on the channel between Maui and Lanai, this property offers unmatched...

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

Beautiful South Maui Top Floor Condo with Ocean & Mountain views!

Aloha & Welcome to our South Kihei penthouse condo!This spacious 2 Bedroom ocean view corner unit is located on the top floor of the B building in the Kihei Ali'i Kai complex. This unit is walking distance to many fantastic shops, restaurants and other amenities....

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

Quiet and Beautiful Place for a Hawaiian Getaway!

A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We recently updated all the furniture in the unit including new chairs and a new pull out couch. The condo is quietly nestled...

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

Mahana 717 - Central AC, Oceanfront, Two-Island Views!

Escape to Maui – Summer discounts! This fully air conditioned, oceanfront 1BR/1BA condo is located on the 7th floor of the Lanai building at the Mahana at Kaanapali. Enjoy breathtaking ocean views from entire condo, including the king-size bed! You will love the...

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

🌺Sunrise & Sunsets Gorgeous Everyday! Next to Amenity Center! 🌺Club Member

Effective April 2024 to November 2024 the Mauna Kea will be enhancing their hotel. Full beach and amenity access still prevails. The Westin Hapuna Golf Course remains open, while the Mauna Kea course is getting a make-over.Welcome to Wai'ula'ula' at the Mauna Kea...

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

Wai'ula'ula A202 - Upcountry Residence

This upper-level, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a handsome kitchen outfitted with premium appliances and granite countertops, as well as a dining table for six. Additional...

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

Peaceful Condo w/ Amenities: Steps to Beach!

Turn back time with a blissful getaway at this lovely 1-bedroom, 1-bath vacation rental. Here in Maunaloa, you'll escape the crowds of more developed islands and enjoy secluded beaches, scenic trails, and breathtaking landscape views. By day, soak up the sun with a game...

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

Newly Renovated in 2024! E22 Waikoloa Beach Villas

Waikoloa Beach Villas E22. Newly Renovated in 2024!Please scroll down for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation rentals include beach towels for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach Resort, Hawaii

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...

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

New Luxury 5BR Princeville Estate with Pool

This Luxury Pool & Spa Estate has it all! Panoramic Views of Hanalei Bay, Lumahai Beach, Bali Hai, Mountains, Waterfalls, Rainbows, backing to hundreds of tropical acres and fruit trees! 5 Bedrooms, 5.5 Baths, Separate Living Room with 85" HDTV, Fully Equipped Gourmet...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Princeville, Hawaii

Our home burned but NOT our VACATION RENTAL! It's our income! 1 month minimum.

You simply cannot beat the view! This unit has a great floor plan. Approx. 700 sq. ft living space and 96 sq. ft. covered lanai. The ideal place to relax or plan your excursions. Cozy, inviting, yet spacious you will feel like you found your 'Home in Paradise'!Greet the...

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

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