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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La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family and close to amenities. Our luxury bedding and upgraded style...

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

Experience Unparalleled Oceanfront Luxury at Puu Poa Condo with a 5-star rating.

Welcome to your tropical paradise vacation! Immerse yourself in the breathtaking beauty of Kauai’s North Shore with spectacular oceanfront views and stunning sunsets from our elegantly designed, ultra-luxurious condo.Highlights:Location: Steps from a secluded,...

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

Modern 1BD Condo with Pool Steps from Beach

Summary:Discover the allure of Maui with this chic and comfortable one-bedroom condo, a perfect retreat for those seeking both relaxation and adventure. Newly remodeled in December 2023, this fifth-floor gem offers stunning ocean views and is just steps away from the...

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

Wailea Elua Village | 1001

Wailea Elua Village #1001 is a stunning oceanfront sanctuary that has recently undergone a complete transformation. For discerning travelers who enjoy the best of Wailea, the extended outdoor living space allows you to enjoy panoramic ocean views while relaxing with a...

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

Sandpiper 129A - Updated, modern, comfortable 1 bd

Clean, modern 1 bedroom, (King bed + queen sofa sleeper), 1 bathroom condo with assigned parking, pool, hot tub, and bbqs on site. Close to beaches, shopping, dining, golf, hiking, parks and more. Located in Sandpiper Village, which is centrally located in Princeville,...

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

Happy House on Exquisite Kailua Beachside Property!

Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by stone walls with palms, banana trees and beautiful tropical gardens. Very safe and fun for kids, great for families,...

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

From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...

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

Maluhia Wai - Modern 2 Bd Condo w/Pool, A/C, Wi-Fi

Wai Maluhia awaits! FIRST TIME OFFERED This newly renovated condo is like no other in Hilo. IF you are looking for the best East Hawaii experience look no further. New furnishings, modern decor, and upscale luxury are all features you will appreciate. This corner condo...

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

Penthouse View in Lanikai LANIKAI NUC 90/BB -0108 Most comfortable for 2 or 3.

Welcome to the Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to experience the Hawaiian lifestyle! Sunrises, moonrises, walks, bike rides, and daily runs on the beach. We have guests from all over the world return...

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

Top Floor, remodeled, oceanview & steps from beachn

Welcome to Kihei Ali'i Kai A404. This remodeled, top floor, ocean view, 2 bedroom 1 bathroom condo is your perfect Maui getaway. Enjoy sunsets & ocean views from your large private lanai. The condo has a fully equipped kitchen, brand new AC system,, & beach gear for...

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

Aolani Coffee Cottage | #1 AirBnb | Condé Nast | AC

Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of HawaiiWelcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of...

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

Hawaiian Haven @ KoOlina Kai

This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier KoOlina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous KoOlina LPGA-level golf course. Convenience is at your...

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

April & May 15% discount Oceanfront with Spectacular View #101 Napili Bay, Maui

Spend your next vacation in our oceanfront studio condo on beautiful Napili Bay. You can't get closer to the water anywhere on the island!! Our studio has been upgraded completely to include a wall-mounted 42' flat screen tv with blu-ray DVD player, new double...

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

💕Hale Mele💕 Polynesian Pod Style with Pool/Hot Tub, Gazebo, Golf Cart & Ebikes

Welcome to Hale Mele — A Premier Hawaiian Retreat on the Big Island’s South Kohala CoastEscape to Hale Mele, an extraordinary luxury residence situated within the exclusive, gated community of Champion Ridge on the radiant South Kohala Gold Coast. Recognized by...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Waimea, Hawaii

Spectacular Views of Hanalei Bay 2 bedrooms

UNIT 9201/2Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to your Kauai paradise. Units 9201/2 are located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This spacious fully air conditioned 1350 square...

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

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Brand New AC in living room and bedroom. One of very few units in Kiahuna with 2 ACs.Fully remodeled 1b/1b condo inside the stunning Kiahuna Resort. The perfect spot for romantic getaways or family trips. We have everything you need:-AC in living room and bedroom (and...

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

Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly Star

HAWAII LAW COMPLIANT !!We received the original and the renewals of the highly sought after short term vacation rental seal of approval/certificate from the County of Hawaii meeting all their stringent requirements. When you rent our home you receive the entire home...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Captain Cook, Hawaii

Mauna Lani Point B101 Luxury Vacation Home

Welcome to Mauna Lani Point B101, your serene escape where you can unwind with stunning ocean views and enjoy direct access to the world-class Mauna Lani Golf South Course, just steps away. This beautifully renovated residence boasts an open floor plan that seamlessly...

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

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

• 2 fully stocked kitchens • Outdoor hot tub and private jacuzzi tub in the penthouse• Fully fenced yard and lush tropical garden• Top-of-the-line amenities.• Have fun with the whole family at this stylish place.• Feel free to message us with questions or...

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

Ocean-view condo, ground floor - pool, hot tub, full kitchen & ocean-view lanai

Polynesian Shores 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located on the ground floor, this thoughtfully appointed condo presents pure oceanfront bliss....

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

Hamakua Coast Home- Ocean views, private, clean and friendly

Our secluded ohana (guest home) features a grand, unobstructed view of the Pacific Ocean. The gentle breezes and typically sunny days of our small local neighborhood make this charming hideaway perfect for guests seeking tranquility, privacy, and convenience in a...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Honokaa, Hawaii

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...

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

Beautiful, spacious 4 bedroom/4.5 bath home with Ocean views, A/C, and sauna

Situated on an ocean bluff this gorgeous home features 4 bedrooms and 4 ½ baths to comfortably accommodate up to 8 guests with its 1 California King Bed and 3 Queen beds. With upscale finishes throughout and fantastic views everywhere you look, this home is truly...

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

Vintage tropical townhouse close to pool

In addition this resort is a golfer's paradise being that the unit is situated near the Waikoloa Beach Golf Course. Enjoy all the conveniences of our townhome, right at your fingertips. On the bright side the vaulted ceiling in this condo allows natural sunlight to...

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

3 bedroom amazing location ACN4

Welcome to our beautiful Alii Cove Townhome! This Gated Community is located on Alii Drive across the street from Hon'ls Beach and a five minute walk to the Village of Kailua-Kona, where you will find numerous restaurants, shopping, entertainment and other activities....

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

Worldmark kihei in beautiful Maui , walking distance from beach

Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests.

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

New Listing! Waikoloa Fairways 2-bed, 2.5-bath unit with pool, BBQ, and lanai

New Listing! Relax at this two-bedroom, two-and-a-half-bath Waikoloa Fairways unit in the heart of Waikoloa Village. The primary offers a soaking tub. Enjoy the open living layout, outdoor wet bar, and large lanai. Pool, hot tub, and BBQ at the complex.Upon entry, you...

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

Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise

In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea Harbor, you'll be perfectly positioned to explore the stunning West Maui Mountains and the pristine Wailea Beach, just a...

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

Wailea Ekolu 1106 May & June Deals at Remodel Condo for Peaceful Island Getaway

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Wailea Ekolu 1106, a newly remodeled 2-bedroom, 2-bath upper-level townhome tucked into the serene Wailea Ekolu Village on...

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

Bright and Upgraded, Lanai Steps away from Coconut Grove!

Aloha and welcome Hale Ho'omana'o 19E at Hali'i Kai in the Waikoloa Beach Resort.  Enjoy the serene Coconut Grove area with delightful hammocks for you to experience the perfect blend of tranquility and comfort. Hale Ho'omana'o in Hali'i Kai is a stunning condo...

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

Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.

Maui Ocean Holiday at the Kihei Holiday Condominium* is the perfect location to relax and go nowhere or be centrally located for all that Maui has to offer!  This Ocean View condominium is across the street from the beach and walking from your doorstep to the water's...

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

Kona By The Sea 323 - Exceptional Kona Sunsets

Kona by the Sea is an absolute oceanfront property. Unit 323 is a spacious 1 bedroom - 2 bath well-lit condo with many beautiful upgraded features.. The kitchen is well stocked with everything you might need for an extended stay. Enjoy a great view of the ocean looking...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 3
📍 Kailua Kona, Hawaii

Enjoy luxurious furnishings and a short walk to the beach from this villa!

Kolea 9A was newly remodeled in 2024. Just a few minute walk from the Kolea Pool & Beach Club, Kolea 9A is conveniently located within Kolea. Also located on the ground floor this villa offers a nice lawn area in front for the children and is surrounded with lush...

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

Beautiful and Serene Maui Kamaole Condo I-209

This ocean view, two-bedroom, two-bath condominium is located near the front of Maui Kamaole and is located up one flight of stairs on the second level. Inside you will notice it is designed in the style of a townhouse with the master bedroom on the main floor and a...

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

Hale Nalu: Tropical Cottage in Poipu-Walk to Beach

Scenically situated on the Green Belt pedestrian pathway, this enchanting island-style home combines the casually elegant charm of a country-plantation retreat with an ideally convenient location. Not only is it close to everything—an easy stroll to beaches and...

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

Stunning oceanfront view with private lanai

Kulakane 212 is a stunning oceanfront condo that features spectacular ocean views! This beautiful 1-bedroom, 1-bathroom condo is on the 2nd floor and can accommodate up to 4 guests . Please note this resort does not have elevators. Enjoy Maui's blue waters with a cup of...

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

★Jump Start The Road to Hana at The Lookout House! Private Hot Tub + Pool Access

The Lookout House at Huelo Point Lookout in Maui is the perfect home base for exploring the island. The location of the house off the Hana Highway makes it a great starting point for your Road to Hana adventure. The famous scenic drive to Hana is a must-do activity for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Haiku, Hawaii

Right on the water in West Maui.

Looking for a getaway that is right on the water with a full ocean view on the west side of Maui? This condominium has a full kitchen with stainless steel appliances including a dishwasher to create your own meals and save money on your vacation. Features a king size...

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

Stunning! Fully Air-Conditioned Penthouse Level Ocean Front 1 Bedroom - #609

Simply Exquisite! The photos say it all!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and memorable one! Recently remodelled and expertly finished by the best tradesmen, it boasts travertine marble flooring throughout,...

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

Romantic Cottage, Stunning Ocean Views, Whales are jumping!

James Cottage is a historic home that has been completely restored for our guests to enjoy. Located with in The Historic Puakea Ranch, your bungalow was once home to the paniolos who lived and worked at Puakea 100 years ago. Ocean views, light filled, airy and...

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

1 Bed/2 Bath Condo with Sensational Ocean View

Welcome to paradise at Maui Kamaole's J115. The breathtaking view from our condo will entice you to stay here. You'll want to return because it's a clean, quiet, well-appointed, well-equipped retreat with plenty of extras. You'll love the gentle trade winds that sneak...

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

Luxury Mahana 1bd/2ba-Beautiful Remodel- Incredible Views-Free Parking/WiFi

Mahana 715 is a 1BD/2BA condo featuring the best direct beachfront location, panoramic Pacific Ocean views, year round sunsets, and seasonal whale watching at its finest. The Mahana is one of a kind with its close proximity to the water and there is truly nothing like...

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

Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa

Elegant design meets luxurious comfort in this beautifully bright, airy 3BR/2.5 BA townhome in the acclaimed Pili Mai at Poipu vacation-resort complex. Inside and out, the artistically color-coordinated furnishings are a rhapsody in oceanic blues—indigo, cobalt,...

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

Waikiki Shore 1302

Waikiki Shore #1302 – 2161 Kalia Rd.(ALL ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL.)You'll enjoy spectacular ocean and Diamond Head views from both sides of this luxurious 2-bedroom, 2-bath condo on one of the uppermost, ocean-facing floors of the...

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

Magnificent Golf Course and Ocean Views -Hualalai Resort -18th Green- Golf Cart included

Magnificent Garden Level Golf Villa 1101 enjoys golf course and water views from this highly desirable location at Hualalai Resort. From sunrise to sunset unwind on the spacious lanai- gazing at the verdant green golf course, with the beautiful blue ocean and sandy...

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

Beautiful Wailea Ekolu Townhouse- Spectacular View- Your Perfect Maui Get-Away

Welcome to Happy Everything!10 Wailea Ekolu Complex!A premier, fully re-modeled, well appointed and comfortable 2-story townhouse situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean...

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

Maui Resort Rentals: Kaanapali Alii 3114 – Luxuriously Upgraded 3BR Oceanview Penthouse!

This upgraded residence boasts gorgeous Pacific Ocean and lush West Maui Mountain views from its prime top-floor vantage point right at Kaanapali Point. Guests will enjoy views of the gorgeous turquoise-hued ocean from nearly every area of the home, including right from...

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

Ocean View Studio #264 - May 11-19, 2025 - Special

From August 9th to 25th 2025 **$250+ tax p/n** No Host Fee EVER **Located on pristine Kaanapali Beach, the Whaler is truly a spot of absolute paradise; no other description can suffice. The Whaler offers some of the best amenities, sounds, and views in Hawaii, at both...

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

Wailea Beach Villas E-302 on Wailea Beach

Modern living, in one of the best locations at Wailea Beach Villas, with outer island and sunset views that are unmatched. Centrally located in the complex, and only steps away to both pools on property as well as the white sand beach and Wailea Beach path, leading you...

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

Discount Week Rates! Elua Premier 2-Bedroom Front-Row... Oceanfront Unit!

Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!Welcome to Wailea Ulua #1002! This recently renovated luxury beachfront 2 bedroom/2 bath residence is located in the heart of Wailea on Maui Sunny South Shore. Within steps of the unit you are on...

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

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