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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Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!

Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...

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

New Listing! Ocean Views from your bed and Lanai

Reviews (4)

Kaanapali Plantation 6 is a stunning, fully renovated 2-bedroom, 2-bathroom condo located in the highly desirable West Maui area. Blending comfort, convenience, and island charm, this ground-floor retreat has been thoughtfully updated with modern finishes, brand-new...

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

Mai Tai Manor by Gather: Modern Oasis w/ Saltwater Pool & Lanai Near Keauhou

Framed by swaying palms and vibrant island greenery, this 3-bedroom, 3.5-bathroom estate sleeps up to eight guests across a main home and a detached ohana guest house. Light pours through expansive windows. Vaulted wood ceilings glow at sunset. Indoors and outdoors feel...

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

Lahaina Shores 428 Dream Vacation Studio by the Beach and Pool

Lahaina Shores 428 NEW LISTING Relax in this Charming Studio with Majestic West Maui Mountain Views Escape to the charm of Lahaina Shores Resort with this updated mountain-view studio in West Maui. While the condo offers peaceful views of the West Maui Mountains from...

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

Furnished monthly rental Waikiki Neighborhood 405

Central Waikiki Studio + Workspace 405 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...

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

Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...

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

Spacious Waikiki Room Near Beach – Great for Families | Pool

Discover the vibrant location, just a 5-minute stroll to iconic Waikiki Beach. Perfectly situated near the Honolulu Zoo and Diamond Head - Leahi, explore stunning scenery and thrilling activities. Enjoy the ease of nearby transport to immerse in local culture. Indulge...

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

Kaanapali Alii 393

Kaanapali Alii 3932 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 393, a stunning platinum-rated two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This beautifully appointed residence offers...

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

Ocean-View Wavecrest Condo w/ Pool & Tennis

Please kindly note this property is located on Molokai island. This property is neither located on Maui nor accessible from Maui except by air travel.Escape to the peaceful shores of Molokai and experience true island living in this charming ocean-view condo in...

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

3 HGVC Hawaiian Village Beachfront Resort and Spa!

Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...

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

Pearl City Condo | AC • Parking • Full Kitchen

Welcome to your sun-filled Pearl City retreat designed for comfort and convenience. This bright condo features large windows, a cozy bedroom, a fully equipped kitchen, in-unit laundry, and a clean modern bathroom perfect for extended stays. Located in the heart of Pearl...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 4
📍 Pearl City, Hawaii

Ka’anapali Studio at Westin – Resort Pools, Beach Access & Island Comfor

Enjoy relaxed Maui living in this studio villa at Westin Ka’anapali Ocean Resort Villas, set along the world-famous sands of Ka’anapali Beach. Ideal for couples or solo travelers, the studio features a plush king bed, a comfortable sitting area, and a convenient...

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

Island-style living with upgrades and nearby beach proximity- Kihei Akahi D115

Welcome to Kihei Akahi D115, a hotel-zoned 2-bedroom, 2-bathroom corner unit located directly across the street from the beautiful Kamaole II Beach Park. This ground-level retreat offers the perfect blend of comfort, convenience, and island style living. Building D is...

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

Palms at Wailea Villa 805 Garden View 2 BD 2 BA

Enjoy a peaceful stay in this two-bedroom garden-view villa nestled within the Wailea resort community’s lush surroundings. With a full kitchen, roomy living area, and private patio, it offers a perfect blend of comfort and natural beauty. Villa 805 Garden 2 Bedroom 2...

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

Honua Kai | 2 Free Rental Cars | KBM Resorts | Grand Suite | 2 Units, 6 Bedrooms | HK ML-1415

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Lahaina, Hawaii

Wyndham Kona Coast Resort| Two 2BR/2BA Suites!

Summary:Nestled along the scenic Kona coastline of Hawaii’s Big Island, this resort is just a few miles away from pristine Keauhou Bay, the Hulihee Palace, and two historic national parks. Get ready for panoramic views of sapphire blue waters and endless activities like...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Waikīkī Studio w/Kitchenette - Bamboo Waikīkī Hotel #508

Set within a prime Waikīkī location awaits this lovely fifth-floor vacation home offering modern conveniences to make your stay as comfortable and productive as desired. This climate-controlled unit showcases an open concept with a charming island aesthetic and handsome...

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

Kaanapali Alii | 183

Reviews (1)

Kaanapali Alii 1833 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 183, a nicely remodeled 2-bedroom ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. This...

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

Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garde

Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Relax in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded...

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

Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315

Kihei Holiday #315 – Ocean View Comfort in South KiheiWelcome to Kihei Holiday #315, a two-bedroom, one-bathroom ocean view condo offering a comfortable and convenient stay in the heart of South Kihei. Located directly across the street from the ocean, this third-floor...

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

Waikiki Beach Ocean View 1 BD +Lanai +FREE parking

Fully renovated in fall 2021, this stylish one bedroom is brand new with a private lanai. The 18th-floor unit has ocean and diamond head views, just one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...

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

Waikiki Shore 1016 Ocean View 1 Bedroom

Take in breathtaking ocean views from this one bedroom, one bath condo — located in the only condominium building directly on Waikiki Beach. Ideal for couples or small families, this relaxing retreat offers all the comforts of home just steps from the sand.Unit 1016...

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

Tropical Fruit Farm Sanctuary

Characterful and bohemian, this fully furnished studio has a large screened lanai and outdoor kitchen. The 550 square foot space sits on a private half acre of beautiful land with abundant fruit trees including starfruit, coconut, breadfruit, citrus, and lychees. The...

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

Enjoy the island breeze & afternoon sunsets in your island condo, Ground Floor

Located in Lihue, this charming condo offers a peaceful retreat for guests. With two comfortable bedrooms featuring queen beds and a cozy living room that includes a twin bed, there’s plenty of space to relax. The two bathrooms make getting ready easy and convenient....

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

Lani One’ā: A Handcrafted Island Sanctuary with Seaside Community & Aloha Spirit

This charming, elevated home in Pahoa, Hawaii, blends modern comfort with island charm. Painted in soft green hues that complement the lush tropical surroundings, this rental is perfect for a relaxing escape.

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

Kanaloa at Kona Ocean View 2 Bedroom

Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Golfers, families and outdoor enthusiasts will enjoy snorkeling, golf and deep-sea fishing...

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

New Listing! Private Maui escape with Island charm

Reviews (1)

Welcome to Alaeloa 35 – Your Private Maui Getaway! Tucked within the peaceful, oceanfront enclave of Alaeloa in Napili, Alaeloa 35 is a charming 3-bedroom, 2-bath freestanding cottage that effortlessly blends island comfort with timeless Hawaiian charm. Surrounded by...

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

Gorgeous, Newly Built, Cabin- Off the Grid & 10 Minutes from Black Sand Beaches!

Unwind in Pahoa at this tranquil cabin. Nestled in trees and nature, but only 10 minutes from the warm black sand beaches, the turtles love too, make this the perfect spot! The Best of both worlds only 10 minutes apart and down a convenient paved road, on the upper side...

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

New Listing! Ocean View Gem in Lahaina

Welcome to Lahaina Roads 302, a beautifully newly renovated oceanfront one-bedroom, one-bathroom condo on the third floor, perfect for up to five guests. This bright, airy retreat combines modern comfort with relaxed island charm and has been thoughtfully designed with...

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

Puna Rainforest Retreat Hot Spring-Ocean views on 20 acre Estate

Enjoy the solitude of Hawaii's rainforest on a lovely 20 acre estate. This ocean view home is super clean and spacious, on gated private property and very comfortable for up to 10 guests. Appreciate the rainforest sounds, rainbows, starry skies and sunshine, far from...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Pāhoa, Hawaii

Waikiki Getaway! Pool, Near Honolulu Museum of Art, Parking!

Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition 40-inch TV, available with Premium cable.✦ Cleaning services...

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

Spacious 2-BR/2-bath suite with full kitchen & living room, minutes from beach

Your Honolulu vacation begins at this 2-bedroom resort suite. The master bedroom features a king bed and en-suite full bathroom with shower and jetted tub. The second bedroom features 2 double beds with a full bathroom directly across the hall. Enjoy the fully-stocked...

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

Christmas Week 2024 Westin Kaanapali Ocean Resort Villa - Full Resort Access!!

Christmas week: 12/20/2026- 12/27/2026Westin Kaanapali Ocean Resort Villas - stunning property.Garden/Island View 2 Bedroom Lock-off UnitWith views of the West Maui Mountains and the beautiful resort grounds, guests can enjoy Westin's unrivaled luxurious Two Bedroom...

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

Westin Ka'anapali Ocean Resort Villas 1 Bedroom Villa Ocean View

The Westin Ka'anapali Ocean Resort Villas - whale watching, snorkeling, sailing, windsurfing and scuba diving just steps away, there are plenty of activities at our Maui beachfront resort near Lahaina - comes with Westin touches keeping in harmony with the Hawaiian...

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

Kona Alii 711 - Oceanfront Kona Penthouse w/ AC | Walk to Town

Experience the best of Kailua-Kona from this beautifully renovated penthouse at Kona Alii, located directly across from the ocean in the heart of historic Kailua Village. This stunning 2-bedroom, 2-bath top-floor condo offers modern comfort, island style, and unbeatable...

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

30 Day Rental in Waikiki with Parking!

Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...

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

Peaceful Peacock Palace in Makaha

Nestled in the lush landscapes of Makaha Valley, backed by the beautiful Mountains with a 24 hour Oceanview, our enchanting retreat offers guests a unique blend of serene natural beauty and luxurious comfort. As you enter the gates, you are welcomed by the sweet...

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

Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View

Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...

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

Brand New_Tropical Modern Style

Looking for a quiet, peaceful, and relaxing place to stay while visiting the Big Island? Well, Look no further. We offer you a beautiful & Newly built ohana unit that eludes a modern-tropical aesthetic feel; just minutes away from the Ellison Onizuka Kona International...

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

Aqua Aloha Surf Waikiki 1405 Studio w/Lanai & Partial City Views

Aqua Aloha Surf Waikiki 1405 Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha,(1) Full/double bed, (1) Twin...

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

2 Marriott Maui Ocean Club Resort and Spa, Hot Tub!

Discover Marriott's Maui Ocean Club – Molokai, Maui and Lanai Towers, a beachfront vacation ownership resort along scenic Ka'anapali Beach in West Maui. Enjoy easy access to outdoor adventures, from snorkeling and paddleboarding to visiting Haleakalā Crater and historic...

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

New Listing! Waikoloa Colony Villas, Sleeps 6, AC by Coldwell Banker

Reviews (3)

Colony Villas 2004 – Spacious Luxury Townhome in Waikoloa Beach ResortWelcome to Colony Villas 2004, your perfect tropical escape on the stunning Kohala Coast of the Big Island. Nestled within the private, gated community of Waikoloa Colony Villas, this beautifully...

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

Kaimana Beach Hotel | Classic Queen | Beachfront Getaway

Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...

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

Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Beautiful Remodel | 2 Units, 4 Bedrooms | KGV ML-1129

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Chic Coastal Living in the Heart of Wailea

Reviews (5)

** PLEASE NOTE: The Pool will be closed from September 15th - September 18th, 2026, for yearly maintenance. A brand-new split air-conditioning system has been installed throughout the property, ensuring year-round comfort with contemporary efficiency and quiet...

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

Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo

Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort. Offered as a monthly rental, this home provides a luxurious escape framed by unobstructed Pacific Ocean views, sophisticated interiors, and direct access to...

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

Honua Kai | 2 Free Rental Cars | KBM Resorts | Partial Ocean Views | 2 Units, 5 Bedrooms | HK ML-1315

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Snowbird-friendly home near the beach with patio, grill, outdoor dining area

Hale Olena Ohana - 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located just 26 blocks from the ocean, this snowbird-friendly home offers the perfect...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Keaau, Hawaii

Direct Oceanfront unit that will take your breath away. Sugar Beach 528

Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. Take time to relax with your morning coffee as the whales swim by. Amazing unit at amazing resort. Enjoy your Lanai...

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

Royal Kahana Maui 415 Ocean View 1 Bedroom

Enjoy the perfect blend of comfort and stunning ocean scenery in this charming one-bedroom near white sand beaches. Great for couples, honeymooners, or nature lovers. Unit 415 Ocean View 1 Bedroom 1 Bath• 4th floor condo with nice views of ocean and the island of Lanai...

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

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