Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
New Listing! Cozy 1bd Island charm at Sugar Beach
Welcome to Sugar Beach 304 – A Cozy Maui Retreat with Island Charm. Tucked into the tranquil Sugar Beach Resort, Unit 304 offers a welcoming blend of comfort, space, and aloha spirit—perfect for couples or small families seeking a laid-back escape. This 1-bedroom,...
Mauna Kea Villa 3036 - Hawaiian Luxury
Within walking distance of Mauna Kea Resort, Mauna Kea Villas offers classic Hawaiian luxury with stunning ocean views and seamless indoor-outdoor living. This single-level residence features a sunken living room with a wet bar and sliding glass doors leading to a...
Charming 2-bedroom cottage in enjoyable Ewa Beach with WiFi, AC
Your cozy cottage in Ewa Beach with 2 bedrooms awaits you. This marvelous retreat features AC, WiFi, and a washing machine for your convenience. The living room offers 2 sofa beds for extra sleeping space. With 2 bathrooms and a hair dryer provided, your stay will be...
Perfect Event Location! 3 Great Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
NEW! KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Spacious 2-Bedroom Condo! HKK-443
** 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...
Honolulu Luxury Condo w/ Resort Amenities & Private Courtyard Access
Welcome to Elevated Island Living at Sky Ala Moana West. This property can be rented for 30 nights or longer.Experience the perfect blend of luxury, comfort, and indoor-outdoor island living in this one-of-a-kind residence at Sky Ala Moana West. With soaring 12-foot...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s...
Luxurious retreat at KaMilo in the Mauna Lani Resort
Welcome to Moana Ohana, your luxurious retreat at KaMilo in the Mauna Lani Resort. This exquisite four-bedroom home is nestled within a premier gated community and offers over 2,400 square feet of living space, perfect for families or groups seeking a memorable Hawaiian...
kaanapali-alii-unit-174
Welcome to your dream luxury vacation rental at Kaanapali Alii 174, a stunning two-bedroom, two-bathroom ocean-view residence perfect for your family-friendly getaway. Nestled in the heart of Lahaina, this short-term rental offers a blend of comfort, elegance, and...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities. 1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s...
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Kana'i A Nalu 417 by KNOWLES MAUI• Recent full-condo remodel, new everything• Top-floor corner unit with unobstructed ocean and outer island views• Freshwater beachside swimming pool • On Sugar Beach – the longest beach in Maui, great for swimming, snorkeling,...
Marriott's Maui Ocean Club Lahaina Villas Beachfront Resort!
Marriott's Maui Ocean Club - Lahaina Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside bar...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 3 Bedrooms | KGV ML-2102
** 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...
Kaanapali Maui Eldorado K111 Garden View Studio
Surrounded by greenery and steps from the sand, this Maui garden-view studio blends comfort with location. Enjoy peaceful mornings with a quick walk to the beach, and all the essentials for a restful retreat for two. Unit K111 Garden View Studio• Located in Building K...
Spacious Renovated 4bd - Koa Resort 2A
Welcome to your perfect vacation retreat! Recently fully renovated, this beautifully appointed 4-bedroom, 3-bath townhome offers serene comfort and a beautiful modern remodel that showcases the Hawaiian charm of the complex. With all-new furniture, bedding, and modern...
2-Bedroom Condo in Charming Princeville. AC. Sleeps 6. Pool, Hot Tub Fitness Rm
Located in the heart of Princeville, This condo is a dream. Air Conditioned 2-bedroom 2-bathroom condo which includes a master bedroom/bathroom, king bed and Lanai right off the Master Bedroom, a guest bedroom with a queen size bed and a double twin size bunk bed....
Steps Away from Kalapaki Beach! Onsite Parking, Pool, Beachfront Location!
This listing is for a room within a hotel.✦ Your room is 452 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Daily cleaning services included in the nightly price.There are a few additional details to know before...
Lodge at Kukui'ula Villa 10
Welcome to Lodge at Kukui'ula Villa 10, your private island retreat on the sunny south shore of Kaua‘i. Blending laid back elegance with modern comfort, this four-bedroom villa offers a serene escape surrounded by the beauty of Hawai'i's lush landscape, sparkling...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Spacious 2BR Condo w/ Balcony by Kihei Beach
Gather your loved ones and unwind in this spacious 2-bedroom condo at Maui Schooner Resort in Kihei. With a full kitchen, A/C, and a private balcony or patio, it’s perfect for families or friends. Enjoy nearby beaches, a refreshing pool, hot tubs, and BBQ areas....
Remodeled Ground Floor Condo - Papakea Resort C108
Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for cooking family meals in,...
Maui Resort Rentals: Honua Kai Hokulani 513 - Premier 5th Floor Interior Courtyard 1BR w/ Gorgeous Ocean Views!
Located in the only 1BR column of interior courtyard facing suites at the entire Honua Kai Resort, Hokulani 513 is uniquely positioned to offer guests incredible views of the turquoise-hued Pacific Ocean and Maui's neighboring island Molokai from its 5th-floor vantage...
Honua Kai Resort View 1 Bedroom + Den
1 Bedroom Resort View with Den - Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- In addition to a separate bedroom, this suite has a separate den area- Picturesque views that include the beautiful landscaped grounds,...
Honua Kai Piilani Suite 3 Bedroom
3 Bedroom Piilani Suite- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation - 1 king bed in each bedroom and a queen sofa sleeper in the living room; Open floor plan 2,300 Sq. Ft.- 3rd guest bed can be split into two twin...
20th Fl Waikiki Banyan | King | AC | Parking
The SpaceEnjoy the newest accommodations at Waikiki Banyan in this beautifully renovated 20th-floor suite. Fully updated in August 2025, the unit features brand new modern furnishings, upgraded fixtures, and stylish décor. With partial ocean views, bright natural...
Royal Sea Cliff Kona 602 Ocean View 1 Bedroom
This ocean view one-bedroom condo sits on a lava rock bluff near Kailua-Kona, offering striking views and tranquility. It’s a serene retreat close to beaches, dining, and local attractions. Unit 602 Ocean View 1 Bedroom 1 Bath• 6th floor condo located on south side...
CHRISTMAS WEEK ROOMY 3 BDRM BEACHFRONT VILLA NANEA RESORT SLEEPS 12
Ocean Front 3 King Size Bedrooms and King Size Pullout Sofa during Christmas Week and the Brand new NANEA Westin Resort. Sleeps 8 with additional rollaways if room for 1 or 2 more needed. Relax in luxury and comfort at a resort with all the amenities in Maui. This brand...
Seaside Serenity: 1BR Premium Oceanfront Villa at Westin Ka'anapali Resort North
Set directly along Maui’s Kā‘anapali Beach, this 1-Bedroom Premium Oceanfront Villa at The Westin Kāʻanapali Ocean Resort Villas North offers breathtaking views and the perfect mix of comfort and luxury. Spanning 750–900 square feet, it accommodates up to four...
Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.
Experience resort living in privately-owned suite at Imperial Resort, in Waikiki core on Beach Walk. We are steps to beach, shopping and dining.This 1 bdrm, 2 bath suite is well equipped for comfort, with the essentials of home and luxuries of a resort.Enjoy roof top...
Island View - 2 Bdrm - Westin Kaanapali Ocean Resort Villas - Full Resort Access
Lovely 2 bedroom unit with two full bathrooms, laundry in room, full kitchen, balcony. There are two full king bedrooms with ensuite bathrooms so two couples would have total privacy. The set-up also includes two pullout couches, so this 2-bedroom unit sleeps 8. The two...
1BR Oceanview Condo w/ Pool & Balcony in Kihei
Retreat to this oceanview 1-bedroom condo at Maui Schooner Resort in Kihei. Enjoy modern comforts like air conditioning, Wi-Fi, a full kitchenette, and a private balcony or patio. Whether you're sipping coffee with sunrise views or relaxing after beachside adventures,...
Cozy Beachfront Waianae Condo Oahu Hawaii Close to Disney Ko Olina & Waikiki.
Unwindw in our stylish 1-bedroom condo where tropical serenity meets modern comfort. Just steps from the ocean, enjoy stunning views and fall asleep to the sound of waves.Swim in a semi-private lagoon, spot whales from your balcony in winter, or snorkel with sea turtles...
Royal Kahana Maui 315 Ocean View 1 Bedroom
- 3rd floor condo with balcony- Tile and Vinyl plank flooring throughout- fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777 sqft - Maximum 4...
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft from the airport.CAMPING GEAR INCLUDED:► 8" Memory Foam Mattress with CLEAN FRESH sheets ► Solar Powered Rechargeable...
MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach
Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Just Renovated- Minutes to the beach. Perfect for long stays!
Be one of the first to enjoy staying in our beautiful one bedroom condo, just a couple blocks to world famous Waikiki Beach. Newly renovated in Spring 2023, you'll find a full stocked kitchenette to enjoy preparing meals in, a brand new walk in shower, and a bedroom...
Skyline Island Stay • Two Adjoining Studios
Located on the 35th floor, this spacious 2-bedroom, 2-bathroom unit offers stunning views of the Ala Wai Canal and Manoa mountains. What makes this place unique is the incredible panoramic views combined with generous living space. We feature 2 fully stocked kitchens...
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...
Scenic Maui Room with Outdoor Pool Near Ocean, Dining, Shops & Shuttle
With an ideal seaside location and comfortable amenities, your Maui getaway is sure to be the perfect mix of relaxation and adventure! Start your day with breakfast at the on-site restaurant. Spend an afternoon on the sundeck at the refreshing outdoor pool. Guests can...
Kamilo 430
Welcome to Kamilo 430, your idyllic retreat nestled in the heart of Kamuela, Hawaii. This stunning 3-bedroom, 3-bathroom villa offers a perfect blend of comfort and luxury, ideal for families or groups seeking a serene getaway. As you step inside, you'll be greeted by...
Kaanapali Maui Eldorado Partial Ocean Studio
Enjoy island living in this Maui studio with a partial ocean view, just steps from the beach and nestled on a scenic Kaanapali golf course. Ideal for two guests, it features a breezy lanai and a comfy interior. Partial Ocean View Studio• Studio kitchen includes...
Diamond Ocean And Canal View Affordable Great Value
Amazing value and accommodation mixed in the center of Waikiki. Convenient to bus stop, shopping center, parks, and other tour places. It has a food market newly opened. This one could accommodate up to seven guests.
koolkondo 2597 Halalu Compound
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Complete with a one bedroom Guest house, it is tucked away in a serene,...
Spend New Years in Maui at the Westin Nanea Ocean Villas Resort
Spend New Years in Maui! Luxurious 2BR- 2 Bath Unit; Resort view, full resort access. Oceanfront at Ka'anapali. Offered for 7 nights from from Friday, December 26, 2025 to Friday, January 2, 2026. Beautiful, spacious two bedroom villa with 1260 square feet. Both...
Hilton Grand Vacations Lagoon Tower - 2-Bedroom Ocean FRONT Premier Unit
Escape to this resort in picturesque Honolulu. The Lagoon Tower is situated as part of the Hilton Hawaiian Village--a mecca of shops, restaurants, and beachfront property with a pristine beach, lagoon, and plenty of pools and other activities to keep you and your family...
Beautiful Spacious 3 bedroom house in Charming Hilo. Close to everything. 1150sq
This adorable house features 2 queen beds and 1 king bed, perfect for a cozy stay. Plus, there's a charming living room with a comfy futon for extra space.The blackout curtains are just perfect for a good night's sleep
Wailea Elua Village 2102 - 1 Bedroom Garden View Condo
Wailea Elua 2102 is a delightful one-bedroom with a bonus room, two bathroom second-floor condo that comfortably accommodates up to five guests. Designed with a relaxed, island-inspired style, this residence blends casual elegance with modern comfort, creating an...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Spread out with the whole family in this spacious two-bedroom suite.Mountain View Two Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 2 Twin OR 1 King with sofa bed, Sofa bed, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area,...
Ocean Front- 1 Bedroom w/ lanai- Westin Kaanapali Ocean Resort Villas North
Guaranteed Oceanfront!! (best room view at Westin resort) Saturday July 19 -Saturday July 26, 2023. See review for Vrbo # 2395437. Same unit just 1 bedroom instead of both 1+ studio. Beautiful resort at Kaanapali beach, Maui! Great pools and amenities, restaurants,...
LS PH1 Oceanfront Penthouse Condo w Panoramic View
Lahaina Shores PH1 Enjoy Oceanfront Serenity at this 1 Bedroom, 2 Bathroom Penthouse Condo with Breathtaking Sunset Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...